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Merck
모든 사진(2)

주요 문서

B5386

Sigma-Aldrich

8-Bromoadenosine 3′,5′-cyclic monophosphate

≥97% (HPLC), powder, protein kinase A activator

동의어(들):

8-Br-A-3:5-MP, 8-Br-cAMP, 8-Bromo-cAMP

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About This Item

실험식(Hill 표기법):
C10H11BrN5O6P
CAS Number:
Molecular Weight:
408.10
Beilstein:
591930
EC Number:
MDL number:
UNSPSC 코드:
41106305
PubChem Substance ID:
NACRES:
NA.77

Product Name

8-Bromoadenosine 3′,5′-cyclic monophosphate, ≥97% (HPLC)

Quality Level

분석

≥97% (HPLC)

양식

powder

mp

254 °C (dec.) (lit.)

solubility

aqueous base: soluble, clear

저장 온도

−20°C

SMILES string

Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc12

InChI

1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1

InChI key

DVKQVRZMKBDMDH-UUOKFMHZSA-N

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애플리케이션

8-Bromoadenosine 3′,5′-cyclic monophosphate has been used:
  • to treat H295R cells as positive controls for CYP19 induction
  • as a membrane permeable cAMP analog to study its effect on short-circuit current (Isc)
  • to investigate its potential as an inducer of differentiation in Wharton′s jelly-derived mesenchymal stem cells (WJ-MSCs)

생화학적/생리학적 작용

8-Bromoadenosine 3′,5′-cyclic monophosphate is a cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. 8-Bromoadenosine 3′,5′-cyclic monophosphate activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.
8-bromo-adenosine 3′,5′-cyclic monophosphate (8-bromo-cAMP), added to hepatocytes during plating helps to increase the acquisition of beta-adrenoceptors.
Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP.

특징 및 장점

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

기타 정보

8-Bromoadenosine 3′,5′-cyclic monophosphate is a membrane-permeable cAMP analog.
Sensitive to light and moisture

주의사항

Sensitive to light and moisture.

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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