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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

Increased acetylcholine content induced by adenosine in a sympathetic ganglion and its subsequent mobilization by electrical stimulation.

A Tandon et al.

Journal of neurochemistry, 60(6), 2124-2133 (1993-06-01)

The present study was initiated to examine the effects of ATP on acetylcholine (ACh) synthesis. The exposure of superior cervical ganglia to ATP increased ACh stores by 25%, but this effect was also evident with ADP, AMP, and adenosine, but

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

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

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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