M152
2-(Methylthio)adenosine 5′-diphosphate trisodium salt hydrate
≥89% (HPLC), solid
别名:
2-(Methylthio)adenosine 5′-trihydrogen diphosphate trisodium salt hydrate, 2-Methylthio-ADP trisodium salt hydrate
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关于此项目
经验公式（希尔记法）:
C11H14N5Na3O10P2S · xH2O
化学文摘社编号:
分子量:
539.24 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C11H17N5O10P2S.3Na.H2O/c1-29-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(25-10)2-24-28(22,23)26-27(19,20)21;;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H2,12,14,15)(H2,19,20,21);;;;1H2/q;3*+1;/p-3/t4-,6-,7-,10-;;;;/m1..../s1
SMILES string
O.[Na+].[Na+].[Na+].CSc1nc(N)c2ncn([C@@H]3O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]3O)c2n1
InChI key
JPTPEMXICPAWKJ-KWIZKVQNSA-K
assay
≥89% (HPLC)
form
solid
storage condition
desiccated
color
white
solubility
H2O: >20 mg/mL
storage temp.
−20°C
Biochem/physiol Actions
2-Methylthio-ADP (2-ME-SADP) is a P2 purinoceptor agonist, which induces platelet aggregation and shape change and inhibits cyclic AMP accumulation in platelets exposed to prostaglandin E1. Compared with ADP, 2-methylthio-ADP was 3-5 times as active as an aggregating agent and 150-200 times as active as an inhibitor of cyclic AMP accumulation. Purinergic signaling may be an important factor in TSP-1-mediated cell-matrix and cell-cell interactions such as those occurring during development and repair.
Features and Benefits
This compound is featured on the P2 Receptors: P2Y G-Protein Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Disclaimer
Hygroscopic, air sensitive
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
D G Satchell et al.
The Journal of pharmacology and experimental therapeutics, 195(3), 540-548 (1975-12-01)
The inhibitory actions of adenosine diphosphate (ADP), adenosine monophosphate (AMP), adenosine and 16 adenine nucleotide and nucleoside analogs on the isolated guinea-pig taenia coli preparation were compared with those of adenosine triphosphate (ATP). Responses were quantitated as magnitude of maximal
N J Cusack et al.
British journal of pharmacology, 77(2), 329-333 (1982-10-01)
1 Adenosine 5'-diphosphate (ADP) induces human platelet aggregation and noncompetitively inhibits stimulated human platelet adenylate cyclase; these two effects are mediated by the same ADP receptor, at which adenosine 5'-triphosphate (ATP) is a competitive antagonist. 2 Two ADP analogues, 2-azidoadenosine
D E Macfarlane et al.
The Journal of clinical investigation, 71(3), 420-428 (1983-03-01)
2-Methylthio-ADP and its radioactive analogue [beta-32P]2-methylthio-ADP were synthesized and used to investigate platelet receptors for ADP. 2-Methylthio-ADP induced platelet aggregation and shape change, and inhibited cyclic AMP accumulation in platelets exposed to prostaglandin E1. Compared with ADP, 2-methylthio-ADP was 3-5
Madelene Lindkvist et al.
Thrombosis research, 174, 5-12 (2018-12-14)
Platelet aggregation and secretion can be induced by a large number of endogenous activators, such as collagen, adenosine diphosphate (ADP) and epinephrine. Conversely, the blood vessel endothelium constitutively release platelet inhibitors including nitric oxide (NO) and prostacyclin. NO and prostacyclin
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