CAS 205304-86-5|Tubulysin A

Introduction：Basic information about CAS 205304-86-5|Tubulysin A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Tubulysin A BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles3
6. Synonyms

Common Name	Tubulysin A
CAS Number	205304-86-5	Molecular Weight	844.06900
Density	/	Boiling Point	/
Molecular Formula	C₄₃H₆₅N₅O₁₀S	Melting Point	/
MSDS	ChineseUSA	Flash Point	/
Symbol	GHS06	Signal Word	Danger

Names

Name	(2S,4R)-4-[[2-[(1R,3R)-1-acetyloxy-4-methyl-3-[3-methylbutanoyloxymethyl-[(2S,3S)-3-methyl-2-[[(2R)-1-methylpiperidine-2-carbonyl]amino]pentanoyl]amino]pentyl]-1,3-thiazole-4-carbonyl]amino]-5-(4-hydroxyphenyl)-2-methylpentanoic acid
Synonym	More Synonyms

Tubulysin A BiologicalActivity

Description	Tubulysin A(TubA) is a myxobacterial product that can function as an antiangiogenic agent in many in vitro assays; anti-microtubule, anti-mitotic, an apoptosis inducer, anticancer, anti-angiogenic, and antiproliferative.IC50 value: Target: microtubuleTubulysin A is a novel antibiotic, which is anti-microtubule, anti-mitotic, apoptosis inducer, anticancer, anti-angiogenic, and antiproliferative. Tubulysins are cytotoxic peptides, which include 9 members (A-I). Tubulysin A has potential application as an anticancer agent. It arrests cells in the G2/M phase. Tubulysin A inhibits polymerization more efficiently than vinblastine and induces depolymerization of isolated microtubules. Tubulysin A has potent cytostatic effects on various tumor cell lines with IC50 in the picomolar range.
Related Catalog	Signaling Pathways >>Antibody-drug Conjugate >>ADC CytotoxinSignaling Pathways >>Cell Cycle/DNA Damage >>Microtubule/TubulinSignaling Pathways >>Cytoskeleton >>Microtubule/TubulinResearch Areas >>Cancer
References	[1]. Kaur G, et al. Biological evaluation of tubulysin A: a potential anticancer and antiangiogenic natural product. Biochem J. 2006 Jun 1;396(2):235-42. [2]. Sasse F, et al. Tubulysins, new cytostatic peptides from myxobacteria acting on microtubuli. Production, isolation, physico-chemical and biological properties. J Antibiot (Tokyo). 2000 Sep;53(9):879-85. [3]. Khalil MW, et al. Mechanism of action of tubulysin, an antimitotic peptide from myxobacteria. Chembiochem. 2006 Apr;7(4):678-83.

Description

Tubulysin A(TubA) is a myxobacterial product that can function as an antiangiogenic agent in many in vitro assays; anti-microtubule, anti-mitotic, an apoptosis inducer, anticancer, anti-angiogenic, and antiproliferative.IC50 value: Target: microtubuleTubulysin A is a novel antibiotic, which is anti-microtubule, anti-mitotic, apoptosis inducer, anticancer, anti-angiogenic, and antiproliferative. Tubulysins are cytotoxic peptides, which include 9 members (A-I). Tubulysin A has potential application as an anticancer agent. It arrests cells in the G2/M phase. Tubulysin A inhibits polymerization more efficiently than vinblastine and induces depolymerization of isolated microtubules. Tubulysin A has potent cytostatic effects on various tumor cell lines with IC50 in the picomolar range.

Related Catalog

Signaling Pathways >>Antibody-drug Conjugate >>ADC CytotoxinSignaling Pathways >>Cell Cycle/DNA Damage >>Microtubule/TubulinSignaling Pathways >>Cytoskeleton >>Microtubule/TubulinResearch Areas >>Cancer

References

[1]. Kaur G, et al. Biological evaluation of tubulysin A: a potential anticancer and antiangiogenic natural product. Biochem J. 2006 Jun 1;396(2):235-42.

[2]. Sasse F, et al. Tubulysins, new cytostatic peptides from myxobacteria acting on microtubuli. Production, isolation, physico-chemical and biological properties. J Antibiot (Tokyo). 2000 Sep;53(9):879-85.

[3]. Khalil MW, et al. Mechanism of action of tubulysin, an antimitotic peptide from myxobacteria. Chembiochem. 2006 Apr;7(4):678-83.

Chemical & Physical Properties

Molecular Formula	C₄₃H₆₅N₅O₁₀S
Molecular Weight	844.06900
Exact Mass	843.44500
PSA	239.99000
LogP	7.06310
Appearance of Characters	colorless or white
InChIKey	IBEDDHUHZBDXGB-OEJISELMSA-N
SMILES	CCC(C)C(NC(=O)C1CCCCN1C)C(=O)N(COC(=O)CC(C)C)C(CC(OC(C)=O)c1nc(C(=O)NC(Cc2ccc(O)cc2)CC(C)C(=O)O)cs1)C(C)C
Storage condition	2-8°C
Water Solubility	organic solvents: soluble

Safety Information

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301-H311-H315-H319-H331-H335
Precautionary Statements	P261-P280-P301 + P310-P305 + P351 + P338-P311
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T
Risk Phrases	23/24/25-36/37/38
Safety Phrases	36/37-45
RIDADR	UN 2811 6.1 / PGIII

Articles3

A complex of ZO-1 and the BAR-domain protein TOCA-1 regulates actin assembly at the tight junction.

Mol. Biol. Cell 26 , 2769-87, (2015)

Assembly and sealing of the tight junction barrier are critically dependent on the perijunctional actin cytoskeleton, yet little is known about physical and functional links between barrier-forming pr...

Biological evaluation of tubulysin A: a potential anticancer and antiangiogenic natural product.

Biochem. J. 396 , 235-242, (2006)

Tubulysin A (tubA) is a natural product isolated from a strain of myxobacteria that has been shown to depolymerize microtubules and induce mitotic arrest. The potential of tubA as an anticancer and an...

An antibody to de-N-acetyl sialic acid containing-polysialic acid identifies an intracellular antigen and induces apoptosis in human cancer cell lines.

PLoS ONE 6 , e27249, (2011)

Polysialic acid (PSA), an α2,8-linked homopolymer of N-acetylneuraminic acid (Neu5Ac), is developmentally regulated and its expression is thought to be restricted to a few tissues in adults. Recently,...

Synonyms

TubA

Tubulysin A

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