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ALX-350-036
Revised 18-Jan-08
Latrunculin B
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
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ALX-350-036-C100
100 µg
48.00 USD
ALX-350-036-M001
1 mg
120.00 USD
Product Specification
FORMULA:
C
20
H
29
NO
5
S
MW:
395.5
CAS NUMBER:
76343-94-7
MERCK INDEX:
14:
5378
SOURCE/HOST:
Isolated from
Latrunculia magnifica
.
PURITY:
≥97% (HPLC)
APPEARANCE:
White to light yellow solid.
SOLUBILITY:
Soluble in DMSO (25mg/ml) or 100% ethanol (25mg/ml).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HAZARD:
TOXIC.
Product Description
Structurally unique marine toxin. Actin filament modulator. 10- to 100-fold more potent than cytochalasins. Whereas cytochalasin D (Prod. No.
ALX-380-031
) induces dissolution of F-actin and stress fiber contraction in fibroblasts in culture, latrunculin B causes a shortening and thickening of stress fibers.
Product Specific Literature References
Latrunculins: novel marine toxins that disrupt microfilament organization in cultured cells:
I. Spector, et al.; Science
219
, 493 (1983)
Abstract
Latrunculin inhibits the microfilament-mediated processes during fertilization, cleavage and early development in sea urchins and mice:
G. Schatten, et al.; Exp. Cell. Res.
166
, 191 (1986)
Abstract
Inhibition of actin polymerization by latrunculin:
M. Coue, et al.; FEBS Lett.
213
, 316 (1987)
Abstract
Latrunculin A is a potent inhibitor of phagocytosis by macrophages:
C.A. de Oliveira & B. Mantovani; Life Sci.
43
, 1825 (1988)
Abstract
Latrunculins--novel marine macrolides that disrupt microfilament organization and affect cell growth: I. Comparison with cytochalasin D:
I. Spector, et al.; Cell Motility & Cytoskeleton
13
, 127 (1989)
Abstract
Effects of cytochalasin D and latrunculin B on mechanical properties of cells:
T. Wakatsuki, et al.; J. Cell. Sci.
114
, 1025 (2001)
Abstract
Further Categories Containing This Product:
Other Toxins
•
Actin / Related Products
•
Marine Natural Products
ALX-350-053
Revised 03-Apr-08
Cytochalasin B, Dihydro-
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Antibiotics for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
Size:
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ALX-350-053-M001
1 mg
285.00 USD
Product Specification
FORMULA:
C
29
H
39
NO
5
MW:
481.6
CAS NUMBER:
39156-67-7
MERCK INDEX:
14:
2790
SOURCE/HOST:
Semisynthetic. Derived from cytochalasin B (Prod. No.
ALX-380-012
), which was isolated from
Drechslera dematoidea
.
PURITY:
≥98%
APPEARANCE:
White solid.
SOLUBILITY:
Soluble in or acetone, DMSO or 100% ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Protect from light.
HAZARD:
TOXIC.
Product Description
Used as tool in cytological research and in characterization of polymerization properties of actin.
Product Specific Literature References
Dihydrocytochalasin B. Biological effects and binding to 3T3 cells:
S.J. Atlas & S. Lin; J. Cell. Biol.
76
, 360 (1978)
Abstract
Microfilament modification by dihydrocytochalasin B causes retinoic acid-modulated chondrocytes to reexpress the differentiated collagen phenotype without a change in shape:
P.D. Benya, et al.; J. Cell Biol.
106
, 161 (1988)
Abstract
Dihydrocytochalasin B enhances transforming growth factor-beta-induced reexpression of the differentiated chondrocyte phenotype without stimulation of collagen synthesis:
P.D. Benya & S.R. Padilla; Exp. Cell Res.
204
, 268 (1993)
Abstract
Complex regulation of human neutrophil activation by actin filaments: dihydrocytochalasin B and botulinum C2 toxin uncover the existence of multiple cation entry pathways:
K. Wenzel-Seifert, et al.; J. Leukoc. Biol.
61
, 703 (1997)
Abstract
Further Categories Containing This Product:
Microtubule Modulators
•
Actin / Related Products
•
Alkaloids
ALX-350-088
Revised 16-Jun-08
Swinholide A
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
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ALX-350-088-C010
10 µg
95.00 USD
ALX-350-088-C050
50 µg
285.00 USD
Product Specification
FORMULA:
C
78
H
132
O
20
MW:
1389.9
CAS NUMBER:
95927-67-6
SOURCE/HOST:
Isolated from marine sponge
Theonella swinhoei.
PURITY:
≥97% (HPLC)
APPEARANCE:
Colorless oil or amorphous solid.
SOLUBILITY:
Soluble in 100% ethanol, methanol, acetone or ethyl acetate.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Keep under inert gas. Protect from light.
HAZARD:
TOXIC.
IDENTITY:
Identity determined by
1
H-NMR,
13
C-NMR and MS.
Product Description
Disrupts the actin cytoskeleton of cells grown in culture. Stabilizes actin dimers and severs actin filaments.
Product Specific Literature References
Marine natural products. XXIII. Three new cytotoxic dimeric macrolides, swinholides B and C and isoswinholide A, congeners of swinholide A, from the Okinawan marine sponge Theonella swinhoei:
M. Kobayashi, et al.; Chem. Pharm. Bull. (Tokyo)
38
, 2960 (1990)
Abstract
Marine natural products. XXXI. Structure-activity correlation of a potent cytotoxic dimeric macrolide swinholide A, from the Okinawan marine sponge Theonella swinhoei, and its isomers:
M. Kobayashi, et al.; Chem. Pharm. Bull. (Tokyo)
42
, 19 (1994)
Abstract
Swinholide A is a microfilament disrupting marine toxin that stabilizes actin dimers and severs actin filaments:
M.R. Bubb, et al.; J. Biol. Chem.
270
, 3463 (1995)
Abstract
;
Full Text
Two classes of metabolites from Theonella swinhoei are localized in distinct populations of bacterial symbionts:
C.A. Bewley, et al.; Experientia
52
, 716 (1996)
Abstract
Autoregulation of actin synthesis responds to monomeric actin levels:
A. Lyubimova, et al.; J. Cell. Biochem.
65
, 469 (1997)
Abstract
Misakinolide A is a marine macrolide that caps but does not sever filamentous actin:
D.R. Terry, et al.; J. Biol. Chem.
272
, 7841 (1997)
Abstract
;
Full Text
Actin-depolymerizing effect of dimeric macrolides, bistheonellide A and swinholide A:
S.Y. Saito, et al.; J. Biochem.
123
, 571 (1998)
Abstract
Structural basis of swinholide A binding to actin:
V.A. Klenchin, et al.; Chem. Biol.
12
, 287 (2005)
Abstract
;
Full Text
Hurghadolide A and swinholide I, potent actin-microfilament disrupters from the Red Sea sponge Theonella swinhoei:
D.T. Youssef & S.L. Mooberry; J. Nat. Prod.
69
, 154 (2006)
Abstract
Related Products
ALX-350-356
Swinholide I
ALX-350-357
Hurghadolide A
Further Categories Containing This Product:
Actin / Related Products
•
Marine Natural Products
ALX-350-130
Revised 07-Apr-08
Latrunculin A
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
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ALX-350-130-C100
100 µg
150.00 USD
Product Specification
FORMULA:
C
22
H
31
NO
5
S
MW:
421.6
CAS NUMBER:
76343-93-6
MERCK INDEX:
14:
5378
SOURCE/HOST:
Isolated from
Latrunculia magnifica
.
PURITY:
≥98% (HPLC)
APPEARANCE:
White to light yellow solid.
SOLUBILITY:
Soluble in DMSO (25mg/ml) or 100% ethanol (25mg/ml).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Stable for 1 year after receipt when stored at -20°C. Stock solutions are stable for up to 3 months when stored at -20°C.
HANDLING:
Protect from light.
HAZARD:
TOXIC.
Product Description
Inhibits actin polymerization via a different mechanism and 10- to 20-fold more potently than cytochalasins. Inhibits phagocytosis by macrophages.
Product Specific Literature References
Latrunculins: novel marine toxins that disrupt microfilament organization in cultured cells:
I. Spector, et al.; Science
219
, 493 (1983)
Abstract
Latrunculin inhibits the microfilament-mediated processes during fertilization, cleavage and early development in sea urchins and mice:
G. Schatten, et al.; Exp. Cell Res.
166
, 191 (1986)
Abstract
Inhibition of actin polymerization by latrunculin:
A: M. Coue, et al.; FEBS Lett.
213
, 316 (1987)
Abstract
Latrunculin A is a potent inhibitor of phagocytosis by macrophages:
C.A. de Oliveira and B. Mantovani; Life Sci.
43
, 1825 (1988)
Abstract
Latrunculins--novel marine macrolides that disrupt microfilament organization and affect cell growth: I. Comparison with cytochalasin D:
I. Spector, et al.; Cell Motil. Cytoskeleton
13
, 127 (1989)
Abstract
High rates of actin filament turnover in budding yeast and roles for actin in establishment and maintenance of cell polarity revealed using the actin inhibitor latrunculin-A:
K.R. Ayscough, et al.; J. Cell Biol.
137
, 399 (1997)
Abstract
;
Full Text
Differential effects of latrunculin-A on myofibrils in cultures of skeletal muscle cells: Insights into mechanisms of myofibrillogenesis:
J. Wang, et al.; Cell Motil. Cytoskeleton
62
, 35 (2005)
Abstract
Seizures induced by microperfusion of glutamate and glycine in the hippocampus of rats pretreated with latrunculin A:
A. Vazquez-Lopez; Neurosci. Lett.
388
, 81 (2005)
Abstract
Latrunculin A depolarizes starfish oocytes:
F. Moccia; Comp. Biochem. Physiol. A Mol. Integr. Physiol.
148
, 845 (2007)
Abstract
Further Categories Containing This Product:
Other Toxins
•
Actin / Related Products
•
Marine Natural Products
ALX-350-265
Revised 17-Dec-07
Phalloidin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
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Quantity:
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ALX-350-265-M001
1 mg
135.00 USD
Product Specification
FORMULA:
C
35
H
48
N
8
O
11
S
MW:
788.9
CAS NUMBER:
17466-45-4
MERCK INDEX:
14:
7196
SOURCE/HOST:
Isolated from
Amanita phalloides
mushrooms.
PURITY:
≥95%
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in DMSO, dimethyl formamide, methanol, 100% ethanol or water (warm).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HAZARD:
VERY TOXIC.
Product Description
Binds to polymeric actin with high affinity. Stabilizes filaments and decreases concentration of monomeric actin.
Product Specific Literature References
Interaction of phalloidin with actin:
A.M. Lengsfeld, et al.; PNAS
71
, 2803 (1974)
Abstract
Interaction of actin with phalloidin: polymerization and stabilization of F-actin:
P. Dancker, et al.; Biochim. Biophys. Acta
400
, 407 (1975)
Abstract
Phalloidin-induced actin polymerization in the cytoplasm of cultured cells interferes with cell locomotion and growth:
J. Wehland, et al.; PNAS
74
, 5613 (1977)
Abstract
What we have learned from phalloidin:
M. Frimmer; Toxicol Lett.
35
, 169 (1987)
Abstract
Effects of cytochalasin and phalloidin on actin:
J.A. Cooper; J. Cell. Biol.
105
, 1473 (1987), (Review)
Abstract
Position and orientation of phalloidin in F-actin determined by X-ray fiber diffraction analysis:
T. Oda, et al.; Biophys. J.
88
, 2727 (2005)
Abstract
Further Categories Containing This Product:
Amanitins & Phalloidins / Related Products
•
Actin / Related Products
ALX-350-266
Revised 01-Jun-06
Phalloidin, Amino-, . hydrochloride
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
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ALX-350-266-M001
1 mg
520.00 USD
Product Specification
FORMULA:
C
35
H
49
N
9
O
10
S . HCl
MW:
787.9 . 36.5
SOURCE/HOST:
Semisynthetic from phalloidin.
PURITY:
≥90% (HPLC)
APPEARANCE:
Amorphous solid.
SOLUBILITY:
Soluble in DMSO, dimethyl formamide, methanol or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from moisture.
HAZARD:
VERY TOXIC.
Product Description
Biological activity like phalloidin (Prod. No.
ALX-350-265
), but contains a functional amino group for coupling reactions.
Further Categories Containing This Product:
Amanitins & Phalloidins / Related Products
•
Actin / Related Products
ALX-350-267
Revised 08-Apr-08
Phalloidin (Biotin)
SYNONYMS
Biotinyl-hexamethylenamidosuccinyl-aminomethyldithiolano-phalloidin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
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ALX-350-267-MC01
0.1 mg
175.00 USD
Product Specification
FORMULA:
C
57
H
83
N
13
O
13
S
4
MW:
1286.6
SOURCE/HOST:
Semisynthetic from aminomethyldithiolano-phalloidin.
PURITY:
≥90%
APPEARANCE:
Amorphous solid.
SOLUBILITY:
Soluble in DMSO, dimethyl formamide, methanol or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Prepare fresh solutions for each application.
HANDLING:
Protect from light and moisture.
HAZARD:
VERY TOXIC.
Product Description
Binds actin filaments and streptavidin simultaneously, due to the long spacer between the two active components.
Product Specific Literature References
Preparation of tetramethylrhodaminyl-phalloidin and uptake of the toxin into short-term cultured hepatocytes by endocytosis:
H. Faulstich, et al.; Exp. Cell Res.
144
, 73 (1983)
Abstract
Biotinylphallotoxins: preparation and use as actin probes:
H. Faulstich, et al.; J. Histochem. Cytochem.
37
, 1035 (1989)
Abstract
Further Categories Containing This Product:
Amanitins & Phalloidins / Related Products
•
Actin / Related Products
•
Biotinylated Reagents Other Products
ALX-350-268
Revised 01-Jun-06
Phalloidin (FITC)
SYNONYMS
Fluoresceinyl-aminomethyldithiolano-phalloidin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
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ALX-350-268-MC01
0.1 mg
150.00 USD
Product Specification
FORMULA:
C
58
H
62
N
10
O
14
S
4
MW:
1251.4
SOURCE/HOST:
Semisynthetic from aminomethyldithiolano-phalloidin.
PURITY:
≥90%
APPEARANCE:
Amorphous solid.
SOLUBILITY:
Soluble in DMSO, dimethyl formamide, methanol or water (warm).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Prepare fresh solutions for each application.
HANDLING:
Protect from light and moisture.
HAZARD:
VERY TOXIC.
Product Description
For detection of microfilaments in the light microscope. Mixture of 4 isomers with lower affinity to actin than phalloidin (Prod. No.
ALX-350-265
).
Product Specific Literature References
Fluorescent phallotoxin, a tool for the visualization of cellular actin:
E. Wulf, et al.; PNAS
76
, 4498 (1979)
Abstract
Fluorescent phallotoxins as probes for filamentous actin:
H. Faulstich, et al.; J. Muscle Res. Cell Motil.
9
, 370 (1988)
Abstract
Further Categories Containing This Product:
Amanitins & Phalloidins / Related Products
•
Actin / Related Products
•
Dyes / Stains / Fluorescent Probes / Fluorescent Labels
ALX-350-269
Revised 16-Aug-07
Phallacidin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-269-M001
1 mg
130.00 USD
Product Specification
FORMULA:
C
37
H
50
N
8
O
13
S
MW:
846.9
CAS NUMBER:
26645-35-2
SOURCE/HOST:
Isolated from
Amanita phalloides
mushrooms.
PURITY:
≥90%
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in DMSO, dimethyl formamide, methanol or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HAZARD:
VERY TOXIC.
Product Description
Biological activity like phalloidin (Prod. No.
ALX-350-265
), but contains a carboxy group for coupling reactions.
Product Specific Literature References
Fluorescence staining of the actin cytoskeleton in living cells with 7-nitrobenz-2-oxa-1,3-diazole-phallacidin:
L.S. Barak, et al.; PNAS
77
, 980 (1980)
Abstract
Phallacidin prevents thrombin-induced increases in endothelial permeability to albumin:
P.G. Phillips, et al.; Am. J. Physiol.
257
, C562 (1989)
Abstract
Further Categories Containing This Product:
Amanitins & Phalloidins / Related Products
•
Actin / Related Products
ALX-350-275
Revised 04-Aug-08
Jasplakinolide
SYNONYMS
Jaspamide
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cytoskeletal Research
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-275-C050
50 µg
150.00 USD
ALX-350-275-C100
100 µg
250.00 USD
