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Merck
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주요 문서

C5552

Sigma-Aldrich

Calyculin A

from sea sponge (Discodermia calyx), ≥90% (HPLC), solid, protein phosphatases types 1 and 2A inhibitor

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About This Item

실험식(Hill 표기법):
C50H81N4O15P
CAS Number:
Molecular Weight:
1009.17
Beilstein:
4903216
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

제품명

Calyculin A from Discodermia calyx, ≥90% (HPLC), solid

생물학적 소스

sea sponge (Discodermia calyx)

Quality Level

분석

≥90% (HPLC)

양식

solid

분자량

~_1.0 kDa

색상

white

mp

247-249  °C

solubility

DMSO: soluble
ethanol: soluble

저장 온도

−20°C

SMILES string

COC[C@@H]([C@H](O)[C@H](O)C(=O)NCC[C@H](C)c1nc(\C=C\C[C@@H]2O[C@]3(C[C@@H](O)[C@@H]2C)OC([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C(C)=C\C=C\C(C)=C/C#N)OC)[C@H](OP(O)(O)=O)C3(C)C)co1)N(C)C

InChI

1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34-,35-,37-,38-,39+,40-,41-,42+,43-,44-,45+,46-,50+/m0/s1

InChI key

FKAWLXNLHHIHLA-YCBIHMBMSA-N

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일반 설명

Calyculin A is derived from the marine sponge Discodermia calyx. It corresponds to a molecular weight of 1008 Da.

애플리케이션

Calyculin A from Discodermia calyx has been used:
  • as an inhibitor of serine-threonine protein phosphatase 2A
  • as an inhibitor of cyclin D1 phosphatase in human breast cancer cells
  • as an inhibitor of protein phosphatase 2A (PP2A) and PP1 in mouse melanoma cell lines B16-F0 cells

생화학적/생리학적 작용

Calyculin A from Discodermia calyx binds to the okadaic acid receptors. In smooth muscles, it activates calcium channel. Calyculin A regulates protein phosphorylation thereby regulating capacitation in sperm. It enhances phosphorylation of nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) and apoptosis.
Inhibitor of protein phosphatases types 1 and 2A; marine toxin, potent tumor promotor.

특징 및 장점

This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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문서 라이브러리 방문

Calyculin A induces apoptosis and stimulates phosphorylation of p65NF-kappaB in human osteoblastic osteosarcoma MG63 cells
Tanaka H, et al.
International Journal of Oncology, 31(2), 389-396 (2007)
Calyculin A, an inhibitor of protein phosphatases, a potent tumor promoter on CD-1 mouse skin
Suganuma M, et al.
Cancer Research, 50(12), 3521-3525 (1990)
Interleukin 4 regulates phosphorylation of serine 756 in the transactivation domain of Stat6 roles for multiple phosphorylation sites and Stat6 function
Wang Y, et al.
The Journal of Biological Chemistry, 279(24), 25196-25203 (2004)
I Bize et al.
The American journal of physiology, 277(5 Pt 1), C926-C936 (1999-11-24)
Activation of K-Cl cotransport is associated with activation of membrane-bound serine/threonine protein phosphatases (S/T-PPases). We characterize red blood cell S/T-PPases and K-Cl cotransport activity regarding protein phosphatase inhibitors and response to changes in ionic strength and cell size. Protein phosphatase
Calyculin A, protein phosphatase inhibitor, enhances capacitation of human sperm
Furuya S, et al.
Fertility and Sterility, 59(1), 216-222 (1993)

문서

ReadyShield® phosphatase and protease inhibitor cocktail FAQ for sample protection in a variety of cell types and tissue extracts, including mammalian, plant, and microbial samples. Our ReadyShield® Protease Inhibitor Cocktail is a non-freezing solution that contains inhibitors with a broad specificity for serine, cysteine, acid proteases and aminopeptidases.

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