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M2257

Sigma-Aldrich

2′-O-Monosuccinyladenosine 3′:5′-cyclic monophosphate tyrosyl methyl ester

~95%

Synonym(s):

ScAMP-TME

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About This Item

Empirical Formula (Hill Notation):
C24H27N6O11P
CAS Number:
Molecular Weight:
606.48
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:

Assay

~95%

form

solid

storage temp.

−20°C

SMILES string

COC(=O)C(N)Cc1ccc(OC(=O)CCC(=O)OC2C3OP(O)(=O)OCC3OC2n4cnc5c(N)ncnc45)cc1

InChI

1S/C24H27N6O11P/c1-36-24(33)14(25)8-12-2-4-13(5-3-12)38-16(31)6-7-17(32)40-20-19-15(9-37-42(34,35)41-19)39-23(20)30-11-29-18-21(26)27-10-28-22(18)30/h2-5,10-11,14-15,19-20,23H,6-9,25H2,1H3,(H,34,35)(H2,26,27,28)

InChI key

VCGXASLRSBTMRC-UHFFFAOYSA-N

Application

2′-O-Monosuccinyladenosine 3′:5′-cyclic monophosphate tyrosyl methyl ester (ScAMP-TME) is a high specific activity cAMP derivative that binds cAMP-binding antibodies. It may be used in assays, especially radioimmunoassys, for cAMP determination.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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T S Jap et al.
Zhonghua yi xue za zhi = Chinese medical journal; Free China ed, 50(2), 89-95 (1992-08-01)
Succinyl cyclic AMP, coupled with human albumin, was injected into rabbit to elicit antibodies to the cyclic nucleotide hapten. The succinyl cyclic nucleotides were conjugated to human albumin through a carbodiimide coupling procedure. The radioligand was prepared essentially by the
K Schmidt et al.
Analytical biochemistry, 141(2), 499-502 (1984-09-01)
Tyrosine methyl esters of 2'-O-succinyl cyclic AMP and 2'-O-succinyl cyclic GMP were radioiodinated, and the products were purified by anion-exchange chromatography on polyethyleneimine-cellulose thin layers. Using 1.0 M LiCl for development, two major, immunologically active fractions (presumably the mono and
W F Oehlenschlager et al.
Journal of immunoassay, 11(1), 109-118 (1990-01-01)
2'-O-succinyladenosine 3':5'-cyclic monophosphate tyrosyl methyl ester (ScAMP-TME) and 2'-O-succinylguanosine 3':5'-cyclic monophosphate tyrosyl methyl ester (ScGMP-TME) were radioiodinated using chloramine T and Na125I. The resulting radiolabeled cyclic nucleotide derivatives, ScAMP-125I-TME and ScGMP-125I-TME, were subsequently purified by reverse-phase chromatography on Sep-Pak C18

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