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Merck
모든 사진(2)

문서

A3835

Sigma-Aldrich

Ascomycin from Streptomyces hygroscopicus var. ascomyceticus

greener alternative

동의어(들):

Changchuanmycin, FK-520, FR900520, Immunomycin, L 683590

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About This Item

실험식(Hill 표기법):
C43H69NO12
CAS Number:
Molecular Weight:
792.01
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

형태

powder

Quality Level

환경친화적 대안 제품 점수

old score: 59
new score: 54
Find out more about DOZN™ Scoring

환경친화적 대안 제품 특성

Designing Safer Chemicals
Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

항생제 활성 스펙트럼

fungi

환경친화적 대안 카테고리

동작 모드

enzyme | inhibits

저장 온도

−20°C

SMILES string

CCC1\C=C(C)\C[C@H](C)C[C@H](OC)C2O[C@](O)([C@H](C)C[C@@H]2OC)C(=O)C(=O)N3CCCC[C@H]3C(=O)OC([C@H](C)[C@@H](O)CC1=O)\C(C)=C\[C@@H]4CC[C@@H](O)[C@@H](C4)OC

InChI

1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1

InChI key

ZDQSOHOQTUFQEM-NURRSENYSA-N

일반 설명

Ascomycin (FK520) is a macrolide and macrolactone antibiotic isolated from the soil bacterium, Streptomyces hygroscopicus var. ascomyceticus. Ascomycin is a C21 ethyl analog of the macrolide tacrolimus (FK-506). It is a 23-membered polyketide macrolide.
Chemical structure: macrolactam
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Designing Safer Chemicals” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

생화학적/생리학적 작용

Ascomycin is a strong immunosuppressant. It inhibits allogenic T-lymphocyte proliferation and can bind with high affinity to FKBP and inhibits calcineurin phosphatase in the nM range.
Ascomycin (FK520) possesses high anti-fungal and immunosuppressant activity. Ascomycin has been shown to inhibit the peptidyl-prolyl cis-trans isomerase activity of FK-506-binding proteins of T cells.

결합

An FK506 analog with an ethyl rather than an allyl group at position 21.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Metabolic network model guided engineering ethylmalonyl-CoA pathway to improve ascomycin production in Streptomyces hygroscopicus var. ascomyceticus
Wang J, et al.
Microbial cell factories, 16(1), 1-13 (2017)
M Kawai et al.
FEBS letters, 316(2), 107-113 (1993-01-25)
The immunosuppressive agent FK-506 has received much attention due to its efficacy and potency in the areas of transplant rejection and autoimmune disease. Calcineurin, a Ca(2+)-calmodulin activated phosphatase, was recently implicated in the immunosuppressive mechanism of FK-506. In our ongoing
Comparison of FK-506, rapamycin, ascomycin, and cyclosporine in mouse models of host-versus-graft disease and heterotopic heart transplantation.
K W Mollison et al.
Annals of the New York Academy of Sciences, 685, 55-57 (1993-06-23)
Engineering of the LysR family transcriptional regulator FkbR1 and its target gene to improve ascomycin production
Song K, et al.
Applied Microbiology and Biotechnology, 101(11), 4581-4592 (2017)
K Hoogtanders et al.
Journal of pharmaceutical and biomedical analysis, 44(3), 658-664 (2006-12-23)
In a preliminary investigation an assay for tacrolimus based on fingerprick sampling and consecutive application as a blood spot on sampling paper has been developed. The dried blood spot was analysed by HPLC-tandem mass spectrometry. The validated range was 1-30

관련 콘텐츠

We offer agonists, antagonists, modulators and other bioactive small molecules for immune system signaling target identification and validation, as well as a variety of antibiotics, antivirals, and antifungals.

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