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N2255

S-(4-硝基苄基)-6-硫肌苷

Name: <I>S</I>-(4-硝基苄基)-6-硫肌苷
Brand: SIGMA

≥98%, Adenosine uptake inhibitor, solid

别名:

6-[(4-硝基苄基)硫代]-9-β-D-呋喃核糖基嘌呤, NBMPR, NBTI

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关于此项目

经验公式（希尔记法）:

C₁₇H₁₇N₅O₆S

化学文摘社编号:

38048-32-7

分子量:

419.41

NACRES:

NA.77

PubChem Substance ID:

24277723

UNSPSC Code:

12352202

EC Number:

253-753-4

MDL number:

MFCD00005745

Assay:

≥98%

Form:

solid

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产品名称

S-(4-硝基苄基)-6-硫肌苷, ≥98%, solid

Quality Level

100

assay

≥98%

form

solid

color

white

mp

187-190 °C (lit.)

solubility

0.1 M HCl: slightly soluble, 0.1 M NaOH: slightly soluble, DMSO: soluble, H₂O: insoluble

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23

InChI

1S/C17H17N5O6S/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2/t11-,13-,14-,17-/m1/s1

InChI key

DYCJFJRCWPVDHY-LSCFUAHRSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), SLC29A1(2030)

General description

S-（4-硝基苄基）-6-硫代肌苷（NBTI）属于S⁶取代的6-硫代嘌呤核苷家族，可调节动物体内的核苷转运机制。它能作为腺苷转运蛋白的一种配体。NBTI的结合位点位于脑毛细血管上。它可作为共价光亲和探针用于核苷转运。

Biochem/physiol Actions

有效的腺苷摄取抑制剂

中枢神经系统和血管平滑肌中平衡核苷转运蛋白（ENT），尤其是腺苷转运蛋白的抑制剂。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Decreased Equilibrative Nucleoside Transporter 1 (ENT1) Activity Contributes to the High Extracellular Adenosine Levels in Mesenchymal Glioblastoma Stem-Like Cells.

Sebastián Alarcón et al.

Cells, 9(8) (2020-08-23)

Glioblastoma multiforme is one of the most malignant types of cancer. This is mainly due to a cell subpopulation with an extremely aggressive potential, called glioblastoma stem-like cells (GSCs). These cells produce high levels of extracellular adenosine which has been

Methods Used in Adenosine Research, 268(1), 14-18 (2013)

Regulatory Function of Adenosine, 268(1), 14-18 (2012)

Loss of KDM6A confers drug resistance in acute myeloid leukemia.

Sophie M Stief et al.

Leukemia, 34(1), 50-62 (2019-06-16)

Acute myeloid leukemia (AML) is an aggressive hematologic neoplasm resulting from the malignant transformation of myeloid progenitors. Despite intensive chemotherapy leading to initial treatment responses, relapse caused by intrinsic or acquired drug resistance represents a major challenge. Here, we report

Biodistribution and uptake of 3'-deoxy-3'-fluorothymidine in ENT1-knockout mice and in an ENT1-knockdown tumor model.

Robert J Paproski et al.

Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 51(9), 1447-1455 (2010-08-20)

(18)F-3'-Deoxy-3'-fluorothymidine ((18)F-FLT) is a PET tracer that accumulates in proliferating tissues. The current study was undertaken to determine whether equilibrative nucleoside transporter 1 (ENT1) is important for (18)F-FLT uptake in normal tissues and tumors. ENT1-knockout (ENT1(-/-)) mice were generated and

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全球贸易项目编号

货号	GTIN
N2255-25MG	04061833273142
N2255-100MG	04061833273128
N2255-250MG	04061833273135

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