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Merck
모든 사진(1)

주요 문서

A8476

Sigma-Aldrich

17-(Allylamino)-17-demethoxygeldanamycin

≥98% (HPLC), solid

동의어(들):

17-(Allylamino)geldanamycin, 17-AAG, 17-Demethoxy-17-allylamino geldanamycin, CP 127374, Geldanamycin,17-demethoxy-17-(2-propenylamino)-, NSC 330507, Tanespimycin

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About This Item

실험식(Hill 표기법):
C31H43N3O8
CAS Number:
Molecular Weight:
585.69
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

양식

solid

solubility

DMSO: soluble
methanol: soluble

항생제 활성 스펙트럼

neoplastics

동작 모드

enzyme | inhibits

배송 상태

wet ice

저장 온도

−20°C

SMILES string

CO[C@H]1C[C@H](C)CC2=C(NCC=C)C(=O)C=C(NC(=O)\C(C)=C\C=C[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O

InChI

1S/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9-,18-10+,20-15+/t17-,19+,24+,25+,27-,29+/m1/s1

InChI key

AYUNIORJHRXIBJ-TXHRRWQRSA-N

유전자 정보

일반 설명

Chemical structure: benzenoid

애플리케이션

17-(Allylamino)-17-demethoxygeldanamycin (17-AAG) has been used as a heat shock protein 90 (HSP90) inhibitor:
  • to study its effects on hippocampal neurons
  • to analyze its effects on yes-associated protein (YAP) phosphorylation in adenocarcinoma human alveolar basal epithelial cells and human breast epithelial cells
  • to study its effects on lifespan extension and health in Caenorhabditis elegans

생화학적/생리학적 작용

17-(Allylamino)-17-demethoxygeldanamycin (17-AAG) is a benzoquinone and is an analog of geldanamycin.
Potent inhibitor of heat shock protein 90 (Hsp90). 17-AAG is a less toxic analog than geldanamycin. It induces apoptosis and displays antitumor effects. 17-AAG inhibits the activity of oncogenic proteins such as N-ras, Ki-ras, c-Akt, and p185erB2.

특징 및 장점

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

Olivier Boucherat et al.
Scientific reports, 7(1), 4546-4546 (2017-07-05)
Pulmonary arterial hypertension (PAH) is a vascular remodeling disease with limited therapeutic options. Although exposed to stressful conditions, pulmonary artery (PA) smooth muscle cells (PASMCs) exhibit a "cancer-like" pro-proliferative and anti-apoptotic phenotype. HDAC6 is a cytoplasmic histone deacetylase regulating multiple
Cinzia Giordano et al.
Journal of clinical medicine, 8(7) (2019-07-25)
Exosomes-small membrane vesicles secreted by both normal and malignant cells upon fusion of endosomal multivesicular bodies (MVBs) with the plasma membrane-play an important role in cell-to-cell communication. During the last decade, several reports have highlighted the involvement of these nanovesicles
Ryohei Katayama et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 20(22), 5686-5696 (2014-09-18)
The first-generation ALK tyrosine kinase inhibitor (TKI) crizotinib is a standard therapy for patients with ALK-rearranged non-small cell lung cancer (NSCLC). Several next-generation ALK-TKIs have entered the clinic and have shown promising activity in crizotinib-resistant patients. As patients still relapse
Heather K Armstrong et al.
The Prostate, 76(16), 1546-1559 (2016-10-19)
While there is compelling rationale to use heat shock protein 90 (Hsp90) inhibitors for treatment of advanced prostate cancer, agents that target the N-terminal ATP-binding site of Hsp90 have shown little clinical benefit. These N-terminal binding agents induce a heat
Encarnación Medina-Carmona et al.
Human molecular genetics, 26(18), 3531-3544 (2017-09-16)
Human proteins are vulnerable towards disease-associated single amino acid replacements affecting protein stability and function. Interestingly, a few studies have shown that consensus amino acids from mammals or vertebrates can enhance protein stability when incorporated into human proteins. Here, we

문서

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

증식하는 세포에서 세포 주기는 4단계로 구성됩니다. Gap 1(G1)은 유사분열과 세포 성장을 특징으로 하는 DNA 복제 사이의 기간입니다. DNA 복제는 합성(S)기에 일어나며, 세포 분열을 위한 성장 및 준비를 하는 Gap 2(G2)가 뒤따릅니다. 이 세 단계는 함께 세포주기의 간기 단계를 구성합니다. 간기 이후에 분열(M)기가 뒤따릅니다.

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

관련 콘텐츠

세포사멸, 즉 세포예정사(PCD)는 여러 생물학적 시스템에서 불필요하고 감염되거나 변형된 세포를 제거하기 위한 선택적인 과정입니다. 이 과정은 다세포 기관의 항상성에서 역할을 수행하고 있기 때문에, 세포자멸사는 많은 조절 및 효과인자 분자에 의해 두 가지 주요 경로를 통해서 철저하게 조절됩니다.

자사의 과학자팀은 생명 과학, 재료 과학, 화학 합성, 크로마토그래피, 분석 및 기타 많은 영역을 포함한 모든 과학 분야에 경험이 있습니다..

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