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ALX-380-005

Revised 03-Apr-08

Ascomycin
SYNONYMS	Immunomycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-005-M001		1 mg	125.00 USD
ALX-380-005-M005		5 mg	540.00 USD

Product Specification

FORMULA:	C₄₃H₆₉NO₁₂
MW:	792.0
CAS NUMBER:	11011-38-4
RTECS:	CI75700000
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥95%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Antibiotic. Ethyl analog of FK506 (Prod. No. ALX-380-008) with similar immunosuppressant properties. Inhibits calcineurin phosphatase.

Product Specific Literature References

Ascomycin, an antifungal antibiotic: T. Arai, et al.; J. Antibiot. (Tokyo) 15, 23 (1962) Abstract
NMR studies of an FK-506 analog, [U-13C]ascomycin, bound to FK-506-binding protein: A.M. Petros, et al.; J. Med. Chem. 35, 2467 (1992) Abstract
Structure-activity profiles of macrolactam immunosuppressant FK-506 analogues: M. Kawai, et al.; FEBS Lett. 316, 107 (1993) Abstract
Enzymatic synthesis and immunosuppressive activity of novel desmethylated immunomycins (ascomycins): A. Shafiee, et al.; J. Antibiot. (Tokyo) 46, 1397 (1993) Abstract

Further Categories Containing This Product:

PP2B [Calcineurin] / Related Products • Antibiotics - Other Signal Transduction Pathway Modulators

ALX-350-128

Revised 03-Apr-08

Chetomin
SYNONYMS	Chaetomin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-128-M001		1 mg	185.00 USD
ALX-350-128-M005		5 mg	495.00 USD

Product Specification

FORMULA:	C₃₁H₃₀N₆O₆S₄
MW:	710.9
CAS NUMBER:	1403-36-7
SOURCE/HOST:	Isolated from Chaetomium species.
PURITY:	≥98% (HPLC)
APPEARANCE:	Off-white to fawn solid.
SOLUBILITY:	Soluble in DMSO, ethyl acetate or pyridine; fairly soluble in methanol, 100% ethanol; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	TOXIC.
IDENTITY:	Determined by ¹H-NMR.

Product Description

Dithiodiketopiperazine inhibitor of HIF-1 formation by disrupting the binding of p300 to both HIF-1α and HIF-2α. Inhibitor of tumor growth. Potent immunosuppressor. Antibacterial.

Product Specific Literature References

The structure of chetomin: A.G. McInnes, et al.; JACS 98, 6741 (1976) Abstract
Effects of chetomin on growth and acidic fermentation products of rumen bacteria: W.C. Jen and G.A. Jones; Can. J. Microbiol. 29, 1399 (1983) Abstract
Small molecule blockade of transcriptional coactivation of the hypoxia-inducible factor pathway: A.L. Kung, et al.; Cancer Cell 6, 33 (2004) Abstract
Immunomodulatory constituents from an Ascomycete, Chaetomium seminudum: H. Fujimoto, et al.; J. Nat. Prod. 67, 98 (2004) Abstract
Effects of HIF-1 inhibition by chetomin on hypoxia-related transcription and radiosensitivity in HT 1080 human fibrosarcoma cells: A. Staab, et al.; BMC Cancer 7, 213 (2007) Abstract; Full Text

Further Categories Containing This Product:

Hypoxia-inducible Factor [HIF] / Related Products • Antitumor Antibiotics • Immunomodulators Other Products • Antitumor Agents (Anti-proliferative)

ALX-380-225

Revised 15-Feb-08

Conglobatin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-225-MC05		0.5 mg	260.00 USD

Product Specification

FORMULA:	C₂₈H₃₈N₂O₆
MW:	498.6
CAS NUMBER:	72263-05-9
RTECS:	JG7521800
SOURCE/HOST:	Isolated from Streptomyces conglobatus MST-AS5530.
PURITY:	≥95% (HPLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in 100% ethanol, methanol, dimethyl formamide or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Macrolide antibiotic with an unusual dimeric macrolide dilactone structure. Exhibited immunosuppressant activity in a NFAT-dependent transcription assay (IC₅₀=0.63µg/ml).

Product Specific Literature References

Conglobatin, a novel macrolide dilactone from Streptomyces conglobatus ATCC 31005: J.W. Westley, et al.; J. Antibiot. (Tokyo) 32, 874 (1979) Abstract
Simple aromatics identified with a NFAT-lacZ transcription assay for the detection of immunosuppressants: N.S. Burres, et al.; J. Antibiot. (Tokyo) 48, 380 (1995) Abstract

ALX-380-002

Revised 03-Apr-08

Cyclosporin A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-002-M100		100 mg	46.00 USD
ALX-380-002-5100		5x100 mg	190.00 USD
ALX-380-002-G001		1 g	290.00 USD
ALX-380-002-5001		5x1 g	1'150.00 USD

Product Specification

FORMULA:	C₆₂H₁₁₁N₁₁O₁₂
MW:	1202.6
CAS NUMBER:	59865-13-3
MERCK INDEX:	14: 2752
RTECS:	GZ4120000
SOURCE/HOST:	Isolated from Fusarium solani.
PURITY:	≥99% (Assay)
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in methanol, 100% ethanol, acetone or petroleum ether; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	MAY BE TERATOGENIC. TOXIC. MAY BE CARCINOGENIC.

Product Description

Antibiotic. Potent immunosuppressor. Widely used after organ transplantation. Binds to cytosolic proteins of the cyclophilin family. Cyclosporin A-cyclophilin complexes block protein phosphatase 2B (PP2B; calcineurin), a key enzyme in T cell activation. As a result of the calcineurin inhibition, cyclosporine A blocks various cellular processes such as activation of T cells and expression of several lymphokines (especially IL-2). Inhibits cytochrome c release from mitochondria. Inhibits nitric oxide (NO) synthesis.

Product Specific Literature References

Cyclosporin A and C-New metabolites from Trichodermapolysporum (Link ex Pers.) Rifai: Dreyfuss M., et al.; Europ. J. appl. Microbiol. 3, 125 (1976)
Immunosuppression for organ grafting - observations on cyclosporin A: R. Y. Calne; Immunol. Rev. 46, 113 (1976), Review Abstract
Immunological actions of cyclosporin A in rheumatoid arthritis: D. Yocum; Br. J. Rheumatol. 32, 38 (1993), Review Abstract
Cyclosporin A binding to mitochondrial cyclophilin inhibits the permeability transition pore and protects hearts from ischaemia/reperfusion injury: A.P. Halestrap, et al; Mol. Cell. Biochem. 174, 167 (1997), Review Abstract
New aspects of cyclosporin a mode of action: from gene silencing to gene up-regulation: L. Mascarell & P. Truffa-Bachi; Mini Rev. Med. Chem. 3, 205 (2003), Review Abstract
Rationale for T cell inhibition by cyclosporin A in major autoimmune diseases: G.F. Ferraccioli, et al.; Ann. N. Y. Acad. Sci. 1051, 658 (2005), Review Abstract

Further Categories Containing This Product:

MPTP [Mitochondrial Transition Pore] / Related Products • Antibiotics - Nitric Oxide Pathway Modulators • Antibiotics - Apoptosis Inducers & Inhibitors • Non-apoptotic Cell Death / Necrosis

ALX-380-282

Revised 19-Mar-08

Cyclosporin C
SYNONYMS	Thr²-cyclosporin A 7-L-Threonine-cyclosporin A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-282-M001		1 mg	50.00 USD
ALX-380-282-M005		5 mg	200.00 USD

Product Specification

FORMULA:	C₆₂H₁₁₁N₁₁O₁₃
MW:	1218.6
CAS NUMBER:	59787-61-0
MERCK INDEX:	14: 2752
SOURCE/HOST:	Isolated from Fusarium solani.
PURITY:	≥95% (HPLC)
APPEARANCE:	Colorless to off-white crystalline solid.
SOLUBILITY:	Soluble in 100% ethanol, acetone or ethyl acetate; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	MAY BE CARCINOGENIC. TOXIC. MAY BE TERATOGENIC.

Product Description

Potent immunosuppressor.

Product Specific Literature References

Cyclosporin A and C-New metabolites from Trichodermapolysporum (Link ex Pers.) Rifai: M. Dreyfuss, et al.; Europ. J. Appl. Microbiol. 3, 125 (1976)
[The structure of cyclosporin c (author’s transl)]: R. Traber, et al.; Helv. Chim. Acta 60, 1247 (1977) Abstract
Dosage, timing, and route of administration of cyclosporin A and nonimmunosuppressive derivatives of dihydrocyclosporin A and cyclosporin C against Schistosoma mansoni in vivo and in vitro: L.H. Chappell, et al.; Antimicrob. Agents Chemother. 31, 1567 (1987) Abstract
Cyclosporin C is the main antifungal compound produced by Acremonium luzulae: M. Moussaif, et al.; Appl. Environ. Microbiol. 63, 1739 (1997) Abstract; Full Text
Cyclosporin C(2) and C(0) concentration monitoring in stable, long-term heart transplant recipients receiving metabolic inhibitors: J.E. Ray, et al.; J. Heart Lung Transplant. 22, 715 (2003) Abstract

Further Categories Containing This Product:

Non-apoptotic Cell Death / Necrosis

ALX-380-284

Revised 08-Apr-08

Cyclosporin D
SYNONYMS	Val²-cyclosporin 7-L-Valine-cyclosporin A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-284-M001		1 mg	80.00 USD
ALX-380-284-M005		5 mg	320.00 USD

Product Specification

FORMULA:	C₆₃H₁₁₃N₁₁O₁₂
MW:	1216.6
CAS NUMBER:	63775-96-2
MERCK INDEX:	14: 2752
SOURCE/HOST:	Isolated from Fusarium solani.
PURITY:	≥95% (HPLC)
APPEARANCE:	Colorless to off-white crystalline solid.
SOLUBILITY:	Soluble in 100% ethanol, acetone or ethyl acetate; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	MAY BE TERATOGENIC. TOXIC. MAY BE CARCINOGENIC.

Product Description

Weak immunosuppressor. Potent inhibitor of tumor promoting phorbol ester TPA/PMA (Prod. No. ALX-445-004) in vivo. Potent inhibitor of Ca²⁺/calmodulin dependent EF-2 phosphorylation in vitro.

Product Specific Literature References

Further Categories Containing This Product:

MPTP [Mitochondrial Transition Pore] / Related Products • CAM Kinase Inhibitors

ALX-380-286

Revised 08-Apr-08

Cyclosporin H
SYNONYMS	Csh-cyclosporin 5-(N-Methyl-D-valine)-cyclosporin A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-286-M001		1 mg	80.00 USD
ALX-380-286-M005		5 mg	320.00 USD

Product Specification

FORMULA:	C₆₂H₁₁₁N₁₁O₁₂
MW:	1202.6
CAS NUMBER:	83602-39-5
SOURCE/HOST:	Isolated from Fusarium solani.
PURITY:	≥95% (HPLC)
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in 100% ethanol, acetone or ethyl acetate; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	MAY BE TERATOGENIC. TOXIC. MAY BE CARCINOGENIC.

Product Description

Immunologically inactive. Does not bind to immunophilin. Potent inhibitor of tumor promoting phorbol ester TPA/PMA (Prod. No. ALX-445-004) in mouse skin in vivo. Potent inhibitor of Ca²⁺/calmodulin dependent EF-2 phosphorylation in vitro. Potent and selective antagonist of formyl peptide receptor. Inhibits formyl peptide-induced superoxide formation.

Product Specific Literature References

The weak immunosuppressant cyclosporine D as well as the immunologically inactive cyclosporine H are potent inhibitors in vivo of phorbol ester TPA-induced biological effects in mouse skin and of Ca2+/calmodulin dependent EF-2 phosphorylation in vitro: M. Gschwendt, et al.; BBRC 150, 545 (1988) Abstract
Differential inhibition of human neutrophil activation by cyclosporins A, D, and H. Cyclosporin H is a potent and effective inhibitor of formyl peptide-induced superoxide formation: K. Wenzel-Seifert, et al.; J. Immunol. 147, 1940 (1991) Abstract
Cyclosporin H is a potent and selective formyl peptide receptor antagonist. Comparison with N-t-butoxycarbonyl-L-phenylalanyl-L-leucyl-L-phenylalanyl-L- leucyl-L-phenylalanine and cyclosporins A, B, C, D, and E: K. Wenzel-Seifert & R. Seifert; J. Immunol. 150, 4591 (1993) Abstract
Cyclosporin H is a potent and selective competitive antagonist of human basophil activation by N-formyl-methionyl-leucyl-phenylalanine: A. de Paulis, et al.; J. Allergy Clin. Immunol. 98, 152 (1996) Abstract
Cyclosporin H, Boc-MLF and Boc-FLFLF are antagonists that preferentially inhibit activity triggered through the formyl peptide receptor: A.L. Stenfeldt, et al.; Inflammation 30, 224 (2007) Abstract

Further Categories Containing This Product:

MPTP [Mitochondrial Transition Pore] / Related Products • Antibiotics - Apoptosis Inducers & Inhibitors • CAM Kinase Inhibitors • Antibiotics - Nitric Oxide Pathway Modulators • Non-apoptotic Cell Death / Necrosis

ALX-380-043

Revised 03-Apr-08

Daunorubicin . hydrochloride
SYNONYMS	Daunomycin . HCl
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-043-M010		10 mg	95.00 USD

Product Specification

FORMULA:	C₂₇H₂₉NO₁₀. HCl
MW:	527.5 . 36.5
CAS NUMBER:	23541-50-6
MERCK INDEX:	14: 2832
SOURCE/HOST:	Isolated from Streptomyces spec.
PURITY:	≥98% (HPLC)
APPEARANCE:	Orange to red solid.
SOLUBILITY:	Soluble in water or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	TOXIC.

Product Description

Anthracycline anticancer antibiotic. Induces DNA damage by intercalating into DNA and inhibiting topoisomerase I and II. Inhibits RNA and DNA synthesis. Induces DNA single strand breaks and apoptosis in tumor cells.

Product Specific Literature References

Ceramide synthase mediates daunorubicin-induced apoptosis: an alternative mechanism for generating death signals: R. Bose, et al.; Cell 82, 405 (1995) Abstract
Daunorubicin activates NFkappaB and induces kappaB-dependent gene expression in HL-60 promyelocytic and Jurkat T lymphoma cells: M.P. Boland, et al.; J. Biol. Chem. 272, 12952 (1997) Abstract; Full Text
Alteration of the daunorubicin-triggered sphingomyelin-ceramide pathway and apoptosis in MDR cells: influence of drug transport abnormalities: M.G. Come, et al.; Int. J. Cancer 81, 580 (1999) Abstract
A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunorubicin: D.A. Gewirtz; Biochem. Pharmacol. 57, 727 (1999) Abstract
Altered multidrug resistance phenotype caused by anthracycline analogues and cytosine arabinoside in myeloid leukemia: X.F. Hu, et al.; Blood 93, 4086 (1999) Abstract
Implication of radical oxygen species in ceramide generation, c-Jun N- terminal kinase activation and apoptosis induced by daunorubicin: V. Mansat-de Mas, et al.; Mol. Pharmacol. 56, 867 (1999) Abstract
The phosphoinositide 3-kinase/Akt pathway is activated by daunorubicin in human acute myeloid leukemia cell lines: I. Plo, et al.; FEBS Lett 452, 150 (1999) Abstract
Caspase-3-like activity is necessary but not sufficient for daunorubicin-induced apoptosis in Jurkat human lymphoblastic leukemia cells: K.J. Turnbull, et al.; Leukemia 13, 1056 (1999) Abstract
Regulation of phospholipase D activity and ceramide production in daunorubicin-induced apoptosis in A-431 cells: J. Chen, et al.; Biochim. Biophys. Acta. 1488, 219 (2000) Abstract
Signaling pathways activated by daunorubicin:: G. Laurent & J. P. Jaffrezou; Blood 98, 913 (2001), Review Abstract

Further Categories Containing This Product:

Antitumor Agents (Enzyme Inhibitors) • Antibiotics - Immunomodulators • Antitumor Agents (Apoptosis Inducers) • Antibiotics - Topoisomerase Inhibitors • Antibiotics - Apoptosis Inducers & Inhibitors • DNA Intercalators & Crosslinkers • Antitumor Agents (DNA Interaction & Gene Regulation)

ALX-380-226

Revised 03-Apr-08

Dinactin
SYNONYMS	Antibiotic AKD 1C Antibiotic S 3466A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Ionophores

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-226-M001		1 mg	370.00 USD

Product Specification

FORMULA:	C₄₂H₆₈O₁₂
MW:	765.0
CAS NUMBER:	20261-85-2
SOURCE/HOST:	Isolated from Streptomyces sp. MST-AS5448.
PURITY:	≥95% (HPLC)
APPEARANCE:	Colorless film.
SOLUBILITY:	Soluble in ethyl acetate or DMSO; moderately soluble in 100% ethanol or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Antibioit. Cation ionophore with high selectivity for ammonium and potassium. Inhibits T cell proliferation induced by IL-2 and cytokine production at nanomolar levels. Dimeric dinactin shows potent antineoplastic and antibacterial activities.

Product Specific Literature References

The in Vitro Activity of Nonactin and Its Homologs: Monactin, Dinactin and Trinactin: E. Meyers, et al.; J. Antibiot. (Tokyo) 18, 128 (1965) Abstract
Antibiotics as tools for metabolic studies. V. Effect of nonactin, monactin, dinactin, and trinactin on oxidative phosphorylation and adenosine triphosphatase induction: S.N. Graven, et al.; Biochemistry 5, 1729 (1966) Abstract
Antibiotics as tools for metabolic studies. VI. Damped oscillatory swelling of mitochondria induced by nonactin, monactin, dinactin, and trinactin: S.N. Graven, et al.; Biochemistry 5, 1735 (1966) Abstract
Immunosuppressive effects of polynactins (tetranactin, trinactin and dinactin) on experimental autoimmune uveoretinitis in rats: Y. Tanouchi and H. Shichi; Jpn. J. Ophthalmol. 31, 218 (1987) Abstract
Effects of cyclosporin A and dinactin on T-cell proliferation, interleukin-5 production, and murine pulmonary inflammation: S.P. Umland, et al.; Am. J. Respir. Cell. Mol. Biol. 20, 481 (1999) Abstract; Full Text
Antibacterial and antitumor macrolides from Streptomyces sp. Is9131: P.J. Zhao, et al.; Arch. Pharm. Res. 28, 1228 (2005) Abstract