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B9647

(E)-5-(2-Bromovinyl)-2′-deoxyuridine

Name: (E)-5-(2-Bromovinyl)-2′-deoxyuridine
Brand: SIGMA

別名:

BVdU

で組織・契約価格をご覧ください。

この商品について

実験式（ヒル表記法）:

C₁₁H₁₃BrN₂O₅

CAS番号:

69304-47-8

分子量:

333.14

NACRES:

NA.77

PubChem Substance ID:

24278280

UNSPSC Code:

12352200

MDL number:

MFCD00058585

Form:

powder

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特性

form

powder

Quality Segment

200

storage temp.

2-8°C

SMILES string

O=C(C(/C=C/Br)=CN1[C@H]2C[C@H](O)[C@@H](CO)O2)NC1=O

InChI

1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1

InChI key

ODZBBRURCPAEIQ-PIXDULNESA-N

Gene Information

human ... HV1S(3365)

詳細

Application

(E)-5-(2-Bromovinyl)-2′-deoxyuridine (BVdU) has been used:

as a substrate for thymidine kinase 1 to study its effects on cancer cells by a dual-promoter integrator approach[1]
as a bromovinyl nucleoside analog to study its effects on varicella-zoster virus replication in a mouse model
as a nucleoside analog prodrug to study its effects on transduced cells[2]

Biochem/physiol Actions

(E)-5-(2-Bromovinyl)-2′-deoxyuridine(BVdU) is a thymidine analog and a well-known inhibitor of Herpes simplex virus type 1 (HSV-1) and Varicella zoster virus (VZV) infections. It shows a minimal effect on HSV-2. BVdU shows therapeutic effects against herpetic keratitis, recurrent herpes labialis, and herpes zoster. BVdU undergoes phosphorylation at its 5’-diphosphate and further to 5’-triphosphate by the virus-encoded thymidine kinase, this results in BVdU acting as a competitive inhibitor to the viral DNA polymerase.

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当該品目	B5002	B9285	343333
Sigma-Aldrich B9647 (E)-5-(2-Bromovinyl)-2′-deoxyuridine	Sigma-Aldrich B5002 5-ブロモ-2′-デオキシウリジン	Sigma-Aldrich B9285 5-ブロモ-2′-デオキシウリジン	Sigma-Aldrich 343333 5-Fluoro-2′-deoxyuridine
form powder	form powder	form powder	form solid
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C
Gene Information human ... HV1S(3365)	Gene Information -	Gene Information -	Gene Information -

保管分類

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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