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Merck
모든 사진(1)

주요 문서

I100

Sigma-Aldrich

5-Iodotubercidin

≥85%, solid

동의어(들):

4-Amino-5-iodo-7-(β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine, 5-Iodotubericidin, 7-Iodo-7-deazaadenosine

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About This Item

실험식(Hill 표기법):
C11H13IN4O4
CAS Number:
Molecular Weight:
392.15
MDL number:
UNSPSC 코드:
12352202
PubChem Substance ID:
NACRES:
NA.77

분석

≥85%

양식

solid

저장 온도

2-8°C

SMILES string

Nc1ncnc2n(cc(I)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

InChI

1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1

InChI key

WHSIXKUPQCKWBY-IOSLPCCCSA-N

관련 카테고리

일반 설명

5-Iodotubercidin is a purine and modulates cellular adenosine levels by inhibiting the functionality of adenosine kinase. It is an activator for p53 and favors tumor suppression and may serve as a potential chemotherapeutic agent. 5-Iodotubercidin mediated blockade of adenosine to adenosine monophosphate (AMP) conversion results in alleviating antinociceptive effect of AMP. 5-Iodotubercidin is under clinical trial testing for treating epilepsy.
solubility: 10 mg/mL in DMSO

애플리케이션

5-Iodotubercidin has been used for the inhibition of retinoblastoma cells, astroglial cultures and for the inhibition of adenosine kinase in human umbilical vein endothelial cells (HUVECs).

생화학적/생리학적 작용

5-Iodotubercidin increases fatty acid oxidation activity and glycogen synthesis in hepatocytes. 5-Iodotubercidin is also a potent inhibitor of adenosine uptake into brain.
Potent inhibitor of adenosine uptake into brain, and of adenosine kinase and subsequent metabolism of adenine nucleotides. In cultured rat hepatocytes, 5-iodotubercidin inhibits both acetyl-CoA carboxylase and de novo synthesis of fatty acids and cholesterol.

주의사항

Solutions may be stored frozen. Use promptly when thawed and protect from exposure to light.

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 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

AMPK inhibits oxidative stress induced caveolin-1 phosphorylation and endocytosis by suppressing the dissociation between c-Abl and prdx1 in endothelial cells
Takeuchi K, et al.
The Journal of Biological Chemistry, jbc-M113 (2013)
Ecto-5?-nucleotidase (CD73) inhibits nociception by hydrolyzing AMP to adenosine in nociceptive circuits
Sowa NA, et al.
The Journal of Neuroscience, 30(6), 2235-2244 (2010)
Identification of 5-iodotubercidin as a genotoxic drug with anti-cancer potential
Zhang X, et al.
PLoS ONE, 8(5), e62527-e62527 (2013)
Understanding the basic mechanisms underlying seizures in mesial temporal lobe epilepsy and possible therapeutic targets: a review
O'dell CM, et al.
Journal of Neuroscience Research, 90(5), 913-924 (2012)
Opposite modulation of astroglial proliferation by adenosine 5?-O-(2-thio)-diphosphate and 2-methylthioadenosine-5?-diphosphate: mechanisms involved
Quintas C, et al.
Neuroscience, 182(8), 32-42 (2011)

문서

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

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