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Merck

S153

SQ 22536

≥97% (HPLC), Adenylate cyclase inhibitor, powder

Synonym(e):

9-(Tetrahydro-2-furanyl)-9H-purin-6-amine, 9-THF-Ade

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5 MG

€ 216,00

25 MG

€ 852,00

€ 216,00


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Über diesen Artikel

Empirische Formel (Hill-System):
C9H11N5O
CAS-Nummer:
Molekulargewicht:
205.22
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥97% (HPLC)
Form:
powder
Quality level:

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Produktname

SQ 22,536, ≥97% (HPLC), powder

Quality Level

assay

≥97% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >10 mg/mL, H2O: insoluble

SMILES string

Nc1ncnc2n(cnc12)C3CCCO3

InChI

1S/C9H11N5O/c10-8-7-9(12-4-11-8)14(5-13-7)6-2-1-3-15-6/h4-6H,1-3H2,(H2,10,11,12)

InChI key

UKHMZCMKHPHFOT-UHFFFAOYSA-N

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Dieser Artikel
568500P5234SML0060
assay

≥97% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

assay

≥98% (HPLC)

form

powder

form

solid

form

solid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMSO: >10 mg/mL, H2O: insoluble

solubility

DMSO: 25 mg/mL, water: 5 mg/mL

solubility

DMSO: soluble 37 mg/mL, H2O: insoluble

solubility

H2O: ≥24 mg/mL

color

white to off-white

color

off-white

color

-

color

white to tan

Gene Information

human ... ADCY1(107), ADCY2(108), ADCY3(109), ADCY4(196883), ADCY5(111), ADCY6(112), ADCY7(113), ADCY8(114), ADCY9(115)
rat ... Adora1(29290), Adora2a(25369)

Gene Information

-

Gene Information

-

Gene Information

-

Application

SQ 22,536 was used to study the role of adenylate cyclase in differentiation of PC12 cells[1] and in gap junctional intercellular communication in breast cancer cells.[2]

Biochem/physiol Actions

SQ 22,536 is a cell-permeable adenylyl cyclase inhibitor. IC50 = 20 μM in detergent-dispersed rat brain preparation.
SQ 22,536 is an effective inhibitor of not only basal but also prosptaglandin E1-activated adenylate cyclase activities in platelets.1 It reverses hyperalgesia contralaterally and ipsilaterally when injected intramuscularly in rats.2

Features and Benefits

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.
This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Die Dokumentenbibliothek aufrufen

R J Haslam et al.
The Biochemical journal, 176(1), 83-95 (1978-10-15)
Whereas adenosine itself exerted independent stimulatory and inhibitory effects on the adenylate cyclase activity of a platelet particulate fraction at low and high concentrations respectively, 2-substituted and N6-monosubstituted adenosines had stimulatory but greatly decreased inhibitory effects. Deoxyadenosines, on the other
Marie K Hoeger-Bement et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 23(13), 5437-5445 (2003-07-05)
Spinal activation of the cAMP pathway produces mechanical hyperalgesia, sensitizes nociceptive spinal neurons, and phosphorylates the transcription factor cAMP-responsive element binding protein (CREB), which initiates gene transcription. This study examined the role of the cAMP pathway in a model of
Soo Hyeon Kim et al.
Blood, 120(24), 4892-4902 (2012-10-18)
In cancer, VEGF-induced increase in vascular permeability results in increased interstitial pressure, reducing perfusion and increasing hypoxia, which reduce delivery of chemotherapeutic agents and increase resistance to ionizing radiation. Here, we show that both TIMP-2 and Ala + TIMP-2, a
Sören Brandenburg et al.
Journal of molecular and cellular cardiology, 165, 141-157 (2022-01-17)
Axial tubule junctions with the sarcoplasmic reticulum control the rapid intracellular Ca2+-induced Ca2+ release that initiates atrial contraction. In atrial myocytes we previously identified a constitutively increased ryanodine receptor (RyR2) phosphorylation at junctional Ca2+ release sites, whereas non-junctional RyR2 clusters
Sangwoo Shim et al.
Proceedings of the National Academy of Sciences of the United States of America, 120(23), e2220037120-e2220037120 (2023-05-30)
The balance between neural stem cell proliferation and neuronal differentiation is paramount for the appropriate development of the nervous system. Sonic hedgehog (Shh) is known to sequentially promote cell proliferation and specification of neuronal phenotypes, but the signaling mechanisms responsible

Artikel

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

Global Trade Item Number

SKUGTIN
S153-25MG04061832899442
S153-5MG04061836911614
SAB5201396-100UG04061832157122
SAB5201403-100UG04061832157191
SAB5201408-100UG04061832157245
SAB5201392-100UG04061832157085
SAB5201393-100UG04061832157092
SAB5201394-100UG04061832157108
SAB5201402-100UG04061832157184
SAB5201407-100UG04061832157238
SAB5201405-100UG04061832157214
SAB5201404-100UG04061832157207

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