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Merck
모든 사진(1)

문서

476300

Sigma-Aldrich

Myriocin, Mycelia sterilia

A potent immunosuppressant.

동의어(들):

Myriocin, Mycelia sterilia, ISP-1, Thermozymocidin, [2S,3R,4R]-(E)-2-Amino-3,4-dihydroxy-2-[hydroxymethyl]-14-oxo-6-eicosenoic Acid

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About This Item

실험식(Hill 표기법):
C21H39NO6
CAS Number:
Molecular Weight:
401.54
MDL number:
UNSPSC 코드:
12352200
NACRES:
NA.77

Quality Level

분석

≥95% (TLC)

형태

solid

제조업체/상표

Calbiochem®

저장 조건

OK to freeze

색상

white

solubility

DMSO: 25 mg/mL

배송 상태

ambient

저장 온도

−20°C

InChI

1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1

InChI key

ZZIKIHCNFWXKDY-GNTQXERDSA-N

일반 설명

A potent immunosuppressant. Displays 10- to 100-fold more potent immunosuppressant activity than cyclosporin A. Potently inhibits serine palmitoyltransferase (SPT; Ki = 280 pM) thereby blocking the synthesis of ceramide. Disrupts substratum adhesion of melanoma cells. Inhibits cell proliferation and induces apoptosis in IL-2 dependent murine cytotoxic T lymphocyte cell line CTLL-2.

생화학적/생리학적 작용

Cell permeable: no
Primary Target
Serine palmitoyltransferase
Product does not compete with ATP.
Reversible: no
Target Ki: 280 pM against serine palmitoyltransferase

경고

Toxicity: Harmful (C)

재구성

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

기타 정보

Hanada, K., et al. 2000. Biochem. Pharmacol.59, 1211.
Chen, J.K., et al. 1999. Chem. Biol. 6, 221.
Hidari, K.I.P.J., et al. 1996. J. Biol. Chem. 271, 14636.
Nakamura, S., et al. 1996. J. Biol. Chem. 271, 1255.
Mikaye, Y., et al. 1995. Biochem. Biophys. Res. Commun. 211, 396.
Fujita, T., et al. 1994. J. Antibiot. 47, 208.

법적 정보

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 3 Oral

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


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리 방문

T Fujita et al.
The Journal of antibiotics, 47(2), 208-215 (1994-02-01)
A potent immunosuppressive activity was found in the culture broth of the fungus Isaria sinclairii (ATCC 24400). The metabolite, ISP-I ((2S,3R,4R)-(E)-2-amino-3,4-dihydroxy-2- hydroxymethyl-14-oxoeicos-6-enoic acid, myriocin = thermozymocidin) suppressed the proliferation of lymphocytes in mouse allogeneic mixed lymphocyte reaction, but had no
Song Yu et al.
Foods (Basel, Switzerland), 12(13) (2023-07-14)
Human health is seriously threatened by mycotoxin contamination, yet health risk assessments are typically based on just one mycotoxin, potentially excluding the additive or competitive interactions between co-occurring mycotoxins. In this investigation, we evaluated the individual or combined toxicological effects
J K Chen et al.
Chemistry & biology, 6(4), 221-235 (1999-04-01)
Myriocin is a natural product that potently induces apoptosis of a murine cytotoxic T lymphocyte cell line (CTLL-2) and inhibits a serine palmitoyltransferase (SPT) activity that has been detected in cell extracts and is thought to initiate sphingolipid biosynthesis. Because
S Nakamura et al.
The Journal of biological chemistry, 271(3), 1255-1257 (1996-01-19)
In our previous study, the sphingosine-like immunosuppressant, ISP-1, was found to suppress the proliferation of an interleukin-2-dependent cytotoxic T cell line, CTLL-2, through the inhibition of serine palmitoyltransferase, which catalyzes the committed step of sphingolipid biosynthesis. Analysis of the effect
Y Miyake et al.
Biochemical and biophysical research communications, 211(2), 396-403 (1995-06-15)
ISP-1/myriocin is a new type of remarkably potent immunosuppressant, the structure of which is homologous to sphingosine. ISP-1/myriocin inhibited the proliferation of an IL-2-dependent mouse cytotoxic T cell line, CTLL-2, at nanomole concentrations. ISP-1/myriocin inhibits serine palmitoyltransferase activity at picomole

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