포롭신A

한글명:포롭신A

카스 번호64925-80-0

상품명:PHOMOPSIN A

CBNumberCB9359240

분자식C36H45ClN6O12

포뮬러 무게789.23

MOL 파일64925-80-0.mol

동의어(한글)

포롭신A

화학적 성질

끓는 점	1144.6±65.0 °C(Predicted)
밀도	1.45±0.1 g/cm3(Predicted)
저장 조건	2-8°C
용해도	DMSO(약간 용해됨), 메탄올(매우 소량)
산도 계수 (pKa)	2.27±0.36(Predicted)
물리적 상태	백색 고체.
색상	흰색에서 황백색까지
안정성	흡습성

위험 및 안전 성명

위험품 표기

위험 카페고리 넘버

20/21/22-40

안전지침서

36/37/39

WGK 독일

RTECS 번호

SY2593000

HS 번호

2941900000

NFPA 704:

	0
3		0

그림문자(GHS)

포롭신A 화학적 특성, 용도, 생산

용도
Phomopsin A is a an acidic 13-membered cyclic hexapeptide-like metabolite with three unusual amino acids linked in an ‘ansa’ macrocycle with a tripeptide tail, terminating in a dicarboxylic acid. Phomopsin A is a potent mycotoxin produced by the fungus, Phomopsis leptostromiformis, and causes lupinosis in livestock fed infected lupins. Phomopsin A is an important bioprobe for understanding cellular structural proteins. It binds selectively to dimeric tubulin at a site overlapping that of vinblastine and maytansine, inhibiting the formation of the microtubule spindle to block cell division. Uniquely, phomopsin A protects tubulin from decay.
효소 저해제
This mycotoxin and antibiotic (FW = 789.24 g/mol; CAS 64925-80-0) is obtained from Diaporthe toxica (formerly Phomopsis leptostromiformis), a fungus that grows mainly within lupin stems, the consumption of which leads to lupinosis in sheep grazing on lupin stubble. Intoxication results in liver damage, disorientation, blindness, lethargy and death in severe cases. Phomopsin A is a 13-membered ether oxygen-containing macrolide that blocks tubulin polymerization (Ki <1 μM). It also inhibits vinblastine binding to tubulin and, in common with vinblastine and maytansine, enhances colchicine binding. Phomopsin A and the depsipeptide, Dolastatin 10, bind to a site adjacent to the vinca alkaloid and nucleotide sites. This mycotoxin induces tubulin oligomerization into ring structures that cannot form microtubules. Scatchard analysis suggests two classes of binding sites: a high-affinity site (K1 = 1 x 10–8 M) and a low-affinity site (K2 = 3 x 10–7 M). Phomopsin A also inhibits rhizoxin binding, with a Ki of 0.8 x 10–8 M, suggesting that the high-affinity site of phomopsin A is identical to the rhizoxin binding site. The development and validation of an LC-MS/MS method for detecting Phomopsin A in lupin and lupincontaining retail food has been reported.

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