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Matrix Metalloproteinases [MMPs] / Related Products
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ALX-270-280 Revised 07-Apr-08
clasto-Lactacystin β-lactone (synthetic)
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SYNONYMS Omuralide
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Proteasome / Ubiquitin Modulators
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ALX-270-280-C200   200 µg 280.00 USD Add To Cart
ALX-270-280-M001   1 mg 1'295.00 USD Add To Cart
Product Specification
FORMULA: C10H15NO4
MW: 213.2
CAS NUMBER: 155975-72-7
SOURCE/HOST: Synthetic.
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: 20mg/ml soluble in DMSO or acetonitrile.
ACTIVITY: Kobs/[I]=20’000M-1s-1 versus 20S:PA28 complex.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Subject to hydrolysis in aqueous buffers. We do not recommend storing the aqueous solutions for more than one day.
HANDLING: Protect from light.
IDENTITY: Determined by 1H-NMR.

Product Description
Highly specific, cell permeable, and irreversible 20S proteasome inhibitor. Inhibits ubiquitin proteasome pathway in cell culture (IC50=1µM). It has been suggested that the natural product lactacystin acts as a precursor for clasto-lactacystin β-lactone and that the latter is the sole species that interacts with the proteasome. Inhibits cathepsin A. Leads to a reduction of adipogenesis.
Product Specific Literature References
Inhibition of proteasome activities and subunit-specific amino-terminal threonine modification by lactacystin: G. Fenteany, et al.; Science 268, 726 (1995) Abstract
Mechanistic studies on the inactivation of the proteasome by lactacystin: a central role for clasto-lactacystin beta-lactone: L.R. Dick, et al.; J. Biol. Chem. 271, 7273 (1996) Abstract
Mechanistic studies on the inactivation of the proteasome by lactacystin in cultured cells: L.R. Dick, et al.; J. Biol. Chem. 272, 182 (1997) Abstract; Full Text
Lactacystin and clasto-lactacystin beta-lactone modify multiple proteasome beta-subunits and inhibit intracellular protein degradation and major histocompatibility complex class I antigen presentation: A. Craiu, et al.; J. Biol. Chem. 272, 13437 (1997) Abstract; Full Text
Lactacystin, proteasome function, and cell fate: G. Fenteany & S.L. Schreiber; J. Biol. Chem. 273, 8545 (1998) Abstract; Full Text
Total synthesis and biological activity of lactacystin, omuralide and analogs: E.J. Corey & W.D. Li; Chem. Pharm. Bull. 47, 1 (1999) Abstract
Lactacystin, a proteasome inhibitor: discovery and its application in cell biology: H. Tomoda & S. Omura; Yakugaku Zasshi 120, 935 (2000), Review Abstract
Lactacystin inhibits cathepsin A activity in melanoma cell lines: L. Kozlowski, et al.; Tumour Biol. 22, 211 (2001) Abstract
Inhibition of human preadipocyte proteasomal activity by HIV protease inhibitors or specific inhibitor lactacystin leads to a defect in adipogenesis, which involves matrix metalloproteinase-9: S. De Barros, et al.; J. Pharmacol. Exp. Ther. 320, 291 (2007) Abstract
Effect of proteasome inhibitor clasto-lactacystin-beta-lactone on the proteome of the haloarchaeon Haloferax volcanii: P.A. Kirkland, et al.; Microbiology 153, 2271 (2007) Abstract
Further Categories Containing This Product:
Cathepsin Inhibitors • Proteasome / Related Products • MMP Inhibitors
 
 
ALX-270-337 Revised 04-Mar-05
3-(4-Phenoxyphenylsulfonyl)propylthiirane
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SYNONYMS MMP-2/MMP-9 Inhibitor
PRODUCT LINE Cytoskeleton
PRODUCT CATEGORY MMP Inhibitors
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ALX-270-337-M005   5 mg 50.00 USD Add To Cart
ALX-270-337-M025   25 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C15H14O3S2
MW: 306.4
PURITY: ≥98%
APPEARANCE: White crystalline solid.
SOLUBILITY: Soluble in DMSO, chloroform, acetone, methanol and other organic solvents.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
Product Description
Potent and selective inhibitor of matrix metalloproteinases 2 and 9.
Product Specific Literature References
Potent and selective mechanism-based inhibition of Gelatinases: S. Brown, et al.; JACS 122, 6799 (2000)
Tissue inhibitor of metalloproteinase (TIMP)-2 acts synergistically with synthetic matrix metalloproteinase (MMP) inhibitors but not with TIMP-4 to enhance the (Membrane type 1)-MMP-dependent activation of pro-MMP-2: M. Toth, et al.; J. Biol. Chem. 275, 41415 (2000) Abstract; Full Text
X-ray absorption studies of human matrix metalloproteinase-2 (MMP-2) bound to a highly selective mechanism-based inhibitor. comparison with the latent and active forms of the enzyme: O. Kleifeld, et al.; J. Biol. Chem. 276, 17125 (2001) Abstract; Full Text
 
 
ALX-350-145 Revised 28-Mar-07
Isobavachalcone
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SYNONYMS 2’,4’,4-Trihydroxy-3’-[3’’-methylbut-3’’-enyl]chalcone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antitumor Reagents
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ALX-350-145-M001   1 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C20H20O4
MW: 324.4
CAS NUMBER: 20784-50-3
SOURCE/HOST: Isolated from plant Psoralea corylifolia.
PURITY: ≥97% (HPLC)
APPEARANCE: Yellow oil.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Determined by 1H-NMR, 13C-NMR and MS.

Product Description
Inhibits platelet aggregation. Inhibitor of Epstein-Barr virus early antigen (EBV-EA) induction. Exhibits potent inhibitory effect on skin tumor promotion. Potent inhibitor of MMP-2. Displays DNA strand-scission (cleaving) activity. Shows antifungal activity.
Product Specific Literature References
Antiplatelet flavonoids from seeds of Psoralea corylifolia: W.J. Tsai, et al.; J. Nat. Prod. 59, 671 (1996) Abstract
Antioxidative components of Psoralea corylifolia (Leguminosae): H. Haraguchi, et al.; Phytother. Res. 16, 539 (2002) Abstract
Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effects: T. Akihisa, et al.; Cancer Lett. 201, 133 (2003) Abstract
Antitrichomonal and antioxidant activities of Dorstenia barteri and Dorstenia convexa: N.O. Omisore, et al.; Braz. J. Med. Biol. Res. 38, 1087 (2005) Abstract
Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects: T. Akihisa, et al.; J. Nat. Prod. 69, 38 (2006) Abstract
Inhibition of matrix metalloproteinase-2 secretion by chalcones from the twigs of Dorstenia barteri Bureau.: B. Ngameni, et al.; Arkivoc ix, 91 (2007) Full Text
Further Categories Containing This Product:
Other Natural Products - DNA Regulation / Transcription • Chalcones • Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • MMP Inhibitors • Epstein Barr Virus / Related Products • Antitumor Agents (Anti-proliferative) • Natural Products - Antifungal Agents
 
 
ALX-350-334 Revised 03-Apr-08
Ascochlorin
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SYNONYMS LL-Z 1272 γ
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antitumor Antibiotics
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ALX-350-334-MC05   0.5 mg 320.00 USD Add To Cart
Product Specification
FORMULA: C23H29ClO4
MW: 404.9
CAS NUMBER: 26166-39-2
RTECS: VH3707560
SOURCE/HOST: Isolated from Acremonium sp. MST-FP1890.
PURITY: ≥95% (HPLC)
APPEARANCE: White to light grey powder.
SOLUBILITY: Soluble in 100% ethanol, methanol, dimethyl formamide or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: TOXIC.

Product Description
Antitumor antibiotic. Shows antiviral activity. Inhibitor or matrix metalloproteinase 9 (MMP-9). Reduces the inflammatory response to TNF-α in rat vascular smooth muscle cells. May be useful as an antiatherogenic agent.
Product Specific Literature References
Ascochlorin, a new antibiotic, found by the paper-disc agar-diffusion method. I. Isolation, biological and chemical properties of ascochlorin. (Studies on antiviral and antitumor antibiotics. I): G. Tamura, et al.; J. Antibiot. (Tokyo) 21, 539 (1968) Abstract
Ascochlorin derivatives as ligands for nuclear hormone receptors: M. Togashi, et al.; J. Med. Chem. 46, 4113 (2003) Abstract
Ascochlorin inhibits matrix metalloproteinase-9 expression by suppressing activator protein-1-mediated gene expression through the ERK1/2 signaling pathway: inhibitory effects of ascochlorin on the invasion of renal carcinoma cells: S. Hong, et al.; J. Biol. Chem. 280, 25202 (2005) Abstract; Full Text
Selective cytotoxicity of ascochlorin in ER-negative human breast cancer cell lines: K. Sakaguchi, et al.; BBRC 329, 46 (2005) Abstract
Ascochlorin suppresses oxLDL-induced MMP-9 expression by inhibiting the MEK/ERK signaling pathway in human THP-1 macrophages: J.H. Kang, et al.; J. Cell. Biochem. 102, 506 (2007) Abstract
Further Categories Containing This Product:
Antibiotics - Antiviral / Anti-HIV • MMP Inhibitors • Antibiotics for Cytoskeletal Research • Antibiotics for Inflammation Research
 
 
ALX-380-273 Revised 03-Apr-08
Doxycycline . hyclate
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SYNONYMS Doxycycline . hydrochloride . hemiethanolate . hemihydrate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics for Angiogenesis Research
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ALX-380-273-G001   1 g 20.00 USD Add To Cart
ALX-380-273-G005   5 g 60.00 USD Add To Cart
Product Specification
FORMULA: C22H24N2O8 . HCl . 0.5C2H6O . 0.5H2O
MW: 444.4 . 36.5 . 23.0 . 9.0
CAS NUMBER: 24390-14-5
MERCK INDEX: 14: 3440
RTECS: QI8925000
SOURCE/HOST: Semisynthetic from oxytetracycline.
PURITY: ≥98% (Assay on dry basis)
APPEARANCE: Yellow crystalline solid.
SOLUBILITY: Soluble in water (50mg/ml).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Hygroscopic.
HAZARD: HARMFUL. MAY BE TERATOGENIC. MAY BE CARCINOGENIC.

Product Description
Broad spectrum antibiotic and bacteriostatic. Shows antiprotozoal properties. Potent inhibitor of MMPs (matrix metalloproteinases) in vivo. Inhibits collagen synthesis.
Product Specific Literature References
Alpha-6-deoxyoxytetracycline. I. Some biological properties: A.R. English; Proc. Soc. Exp. Biol. Med. 122, 1107 (1966) Abstract
A compilation of LD50 values in newborn and adult animals: E.I. Goldenthal; Toxicol. Appl. Pharmacol. 18, 185 (1971) Abstract
An efficacy trial of doxycycline chemoprophylaxis against leptospirosis: E.T. Takafuji, et al.; N. Engl. J. Med. 310, 497 (1984) Abstract
Specificity of the anticollagenase action of tetracyclines: relevance to their anti-inflammatory potential: K. Suomalainen, et al.; Antimicrob. Agents Chemother. 36, 227 (1992) Abstract
Matrix metalloproteinase-8 is expressed in rheumatoid synovial fibroblasts and endothelial cells. Regulation by tumor necrosis factor-alpha and doxycycline: R. Hanemaaijer, et al.; J. Biol. Chem. 272, 31504 (1997) Abstract; Full Text
Doxycycline and tissue repair in rats: S. Lamparter, et al.; J. Lab. Clin. Med. 139, 295 (2002) Abstract
Molecular interactions between matrilysin and the matrix metalloproteinase inhibitor doxycycline investigated by deuterium exchange mass spectrometry: R.A. Garcia, et al.; Mol. Pharmacol. 67, 1128 (2005) Abstract; Full Text
Doxycycline alters vascular smooth muscle cell adhesion, migration, and reorganization of fibrillar collagen matrices: C. Franco, et al.; Am. J. Pathol. 168, 1697 (2006) Abstract; Full Text
Doxycycline inhibits MMPs via modulation of plasminogen activators in focal cerebral ischemia: D. Burggraf, et al.; Neurobiol. Dis. 25, 506 (2007) Abstract
Further Categories Containing This Product:
MMP Inhibitors • Antitumor Agents (Enzyme Inhibitors) • Antitumor Agents (Anti-proliferative) • Antitumor Antibiotics
 
 
ALX-420-039 Revised 14-Aug-08
Imiquimod
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SYNONYMS 1-(2-Methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine
R-837
PRODUCT LINE Inflammation
PRODUCT CATEGORY TLR Agonists Other Products
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ALX-420-039-M100   100 mg 55.00 USD Add To Cart
ALX-420-039-M250   250 mg 120.00 USD Add To Cart
Product Specification
FORMULA: C14H16N4
MW: 240.3
CAS NUMBER: 99011-02-6
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in DMSO (3mg/ml) or dimethyl formamide; slightly soluble in water (warm to 37°C, vortex); insoluble in 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for up to 1 year after receipt when stored at -20°C. Stock solutions are stable for up to 3 months when stored at -20°C.
HANDLING: After reconstitution, prepare aliquots and store at -20°C.

Product Description
Topical immune response modifier that inhibits angiogenesis. Up-regulates IL-18 and down-regulates MMP-9 through recognition of Toll-like receptor 7 (TLR7) and subsequent activation of MyD88-dependent pathway.
Product Specific Literature References
Imiquimod applied topically: a novel immune response modifier and new class of drug: R.L. Miller, et al.; Int. J. Immunopharmacol. 21, 1 (1999) Abstract
Small anti-viral compounds activate immune cells via the TLR7 MyD88-dependent signaling pathway: H. Hemmi, et al.; Nat. Immunol. 3, 196 (2002) Abstract
In vivo and in situ modulation of the expression of genes involved in metastasis and angiogenesis in a patient treated with topical imiquimod for melanoma skin metastases: C. Hesling, et al.; Br. J. Dermatol. 150, 761 (2004) Abstract
Imiquimod as an antiangiogenic agent: V.W. Li, et al.; J. Drugs Dermatol. 4, 708 (2005) Abstract
Imiquimod is a strong inhibitor of tumor cell-induced angiogenesis: S. Majewski, et al.; Int. J. Dermatol. 44, 14 (2005) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION Stimulation of TLR7 can be achieved with 1-10µg/ml of the compound for 6 to 24 hours.

Related Products:
- ddWater (endotoxin-free) (Prod. No. ALX-505-008)
- PBS (endotoxin-free) (Prod. No. ALX-505-007)
Related Products
Further Categories Containing This Product:
Antitumor Agents (Apoptosis Inducers) • Angiogenesis Modulators Other Products • MMPs Other Products • Inflammasome
 
 
ALX-385-026 Revised 07-Oct-08
Nobiletin
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SYNONYMS 3’,4’,5,6,7,8-Hexamethoxyflavone
2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one
CCRIS 9012
NSC 76751
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavones
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ALX-385-026-M010   10 mg 390.00 USD Add To Cart
Product Specification
FORMULA: C21H22O8
MW: 402.4
CAS NUMBER: 478-01-3
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in methanol; sparingly soluble in water or ether.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Antioxidant and anti-inflammatory. Inhibits the phosphorylation of mitogen-activated protein kinase MEK. Suppresses the expression of matrix metalloproteinases (MMP) 1, 3 and 9, that are involved in the breakdown of the extracellular matrix during tumor metastasis. Suppresses NF-κB transcriptional activation, nitric oxide (NO) and PGE2 production, inducible nitric oxide synthase (iNOS; NOS II) and cyclooxygenase-2 (COX-2) expression.
Product Specific Literature References
The citrus flavonoid, nobiletin, inhibits peritoneal dissemination of human gastric carcinoma in SCID mice: A. Minagawa, et al.; Jpn. J. Cancer Res. 92, 1322 (2001) Abstract
Novel anti-inflammatory actions of nobiletin, a citrus polymethoxy flavonoid, on human synovial fibroblasts and mouse macrophages: N. Lin, et al.; Biochem. Pharmacol. 65, 2065 (2003) Abstract
Inhibition of cell proliferation by nobiletin, a dietary phytochemical, associated with apoptosis and characteristic gene expression, but lack of effect on early rat hepatocarcinogenesis in vivo: H. Ohnishi, et al.; Cancer Sci. 95, 936 (2004) Abstract; Full Text
Nobiletin from citrus fruit peel inhibits the DNA-binding activity of NF-kappaB and ROS production in LPS-activated RAW 264.7 cells: S.Y. Choi, et al.; J. Ethnopharmacol. 113, 149 (2007) Abstract
Tangeretin and nobiletin induce G1 cell cycle arrest but not apoptosis in human breast and colon cancer cells: K.L. Morley, et al.; Cancer Lett. 251, 168 (2007) Abstract
Nobiletin, a citrus flavonoid that improves memory impairment, rescues bulbectomy-induced cholinergic neurodegeneration in mice: A. Nakajima, et al.; J. Pharmacol. Sci. 105, 122 (2007) Abstract; Full Text
Nobiletin enhances differentiation and lipolysis of 3T3-L1 adipocytes: T. Saito, et al.; BBRC 357, 371 (2007) Abstract
Protective effects of citrus nobiletin and auraptene in transgenic rats developing adenocarcinoma of the prostate (TRAP) and human prostate carcinoma cells: M. Tang, et al.; Cancer Sci. 98, 471 (2007) Abstract
Nobiletin, a citrus flavonoid with neurotrophic action, augments protein kinase A-mediated phosphorylation of the AMPA receptor subunit, GluR1, and the postsynaptic receptor response to glutamate in murine hippocampus: K. Matsuzaki, et al.; Eur. J. Pharmacol. 578, 194 (2008) Abstract
A citrus polymethoxyflavonoid, nobiletin, is a novel MEK inhibitor that exhibits antitumor metastasis in human fibrosarcoma HT-1080 cells: Y. Miyata, et al.; BBRC 366, 168 (2008) Abstract
Further Categories Containing This Product:
Tissue Inhibitors of Matrix Metalloproteinases [TIMPs] / Related Products • Natural Products - Nitric Oxide Pathway Modulators • Natural Products - Anti-inflammatory Agents • Natural Products - NF-kB Pathway Inhibitors • COX Inhibitors
 
 
ALX-260-165 Revised 10-Nov-08
MMP-3 Inhibitor
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SYNONYMS Ac-RCGVPD-NH2
Stromelysin-1 Inhibitor
PRODUCT LINE Cytoskeleton
PRODUCT CATEGORY MMP Inhibitors
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ALX-260-165-M001   1 mg 45.00 USD Add To Cart
ALX-260-165-M005   5 mg 180.00 USD Add To Cart
Product Specification
SEQUENCE: Ac-Arg-Cys-Gly-Val-Pro-Asp-NH2
FORMULA: C27H46N10O9S
MW: 686.8
PURITY: ≥95% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
Product Description
Inhibitor of matrix metalloproteinase 3 (MMP-3) (IC50=5µM).
Product Specific Literature References
Peptides based on the conserved predomain sequence of matrix metalloproteinases inhibit human stromelysin and collagenase: A.C. Hanglow, et al.; Agents Actions 39, C148 (1993) Abstract
Potent peptide inhibitors of stromelysin based on the prodomain region of matrix metalloproteinases: N. Fotouhi, et al.; J. Biol. Chem. 269, 30227 (1994) Abstract
 
 
ALX-260-120 Revised 12-Dec-07
Dnp-Pro-Leu-Gly-Met-Trp-Ser-Arg-OH
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PRODUCT LINE Cytoskeleton
PRODUCT CATEGORY MMP Substrates
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ALX-260-120-M005   5 mg 250.00 USD Add To Cart
Product Specification
SEQUENCE: 2,4-Dinitrophenyl-Pro-Leu-Gly-Met-Trp-Ser-Arg-OH
FORMULA: C44H61N13O13S
MW: 1012.1
PURITY: ≥95% (HPLC)
APPEARANCE: Yellow solid
SOLUBILITY: Soluble in DMSO; dilute with distilled water or buffer.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
Product Description
Fluorogenic substrate for MMP-2 and MMP-9. Excitation: 280nm; emission 360nm.
Product Specific Literature References
Continuously recording fluorescent assays optimized for five human matrix metalloproteinases: S. Netzel-Arnett, et al.; Anal. Biochem. 195, 86 (1991) Abstract
 
 
ALX-260-121 Revised 08-Jul-05
Mca-Arg-Pro-Lys-Pro-Val-Glu-Nva-Trp-Arg-Lys(Dnp)-NH2
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PRODUCT LINE Cytoskeleton
PRODUCT CATEGORY MMP Substrates
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ALX-260-121-M001   1 mg 190.00 USD Add To Cart
Product Specification
MW: 1680.0
PURITY: ≥97%
APPEARANCE: Yellow solid.
SOLUBILITY: DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Keep cool and dry. Protect from light.
Product Description
Fluorogenic substrate for MMP-3 and MMP-9.
 
 
ALX-260-122 Revised 12-Jun-03
Mca-Pro-Cha-Gly-Nva-His-Ala-Dap(Dnp)-NH2
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PRODUCT LINE Cytoskeleton
PRODUCT CATEGORY MMP Substrates
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ALX-260-122-M001   1 mg 190.00 USD Add To Cart
Product Specification
FORMULA: C51H65N13O15
MW: 1100.2
PURITY: ≥97%
APPEARANCE: Yellow solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
Product Description
Fluorogenic substrate for MMP-13.
Product Specific Literature References
Biochemical characterization of human collagenase-3: V. Knäuper, et al.; J. Biol. Chem. 271, 1544 (1996) Abstract; Full Text
 
 
ALX-260-123 Revised 14-Dec-04
Mca-Pro-Leu-Ala-Nva-Dap(Dnp)-Ala-Arg-NH2