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Merck
CN

C9630

Cytidine 2′:3′-cyclic monophosphate monosodium salt

≥95% (HPLC), synthetic, powder

Synonym(s):

2′,3′-cCMP, 2′,3′-Cyclic CMP monosodium salt, Cyclic cytidylic acid, Cytidine 2′,3′-cyclophosphate sodium salt

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About This Item

Empirical Formula (Hill Notation):
C9H11N3NaO7P
CAS Number:
Molecular Weight:
327.16
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
239-813-2
MDL number:
Beilstein/REAXYS Number:
4086446
Assay:
≥95% (HPLC)
Biological source:
synthetic
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless
Storage temp.:
−20°C
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Product Name

Cytidine 2′:3′-cyclic monophosphate monosodium salt, ≥95% (HPLC)

InChI

1S/C9H12N3O7P.Na/c10-5-1-2-12(9(14)11-5)8-7-6(4(3-13)17-8)18-20(15,16)19-7;/h1-2,4,6-8,13H,3H2,(H,15,16)(H2,10,11,14);/q;+1/p-1/t4-,6-,7-,8-;/m1./s1

InChI key

SQOIXCJUYWSZDW-IAIGYFSYSA-M

SMILES string

[Na+].NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@H]3OP([O-])(=O)O[C@@H]23

biological source

synthetic

assay

≥95% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

Application

Cytidine 2′,3′-cyclic monophosphate (2′,3′-CyclicCMP) (2′,3′-cCMP) is used as a model substrate for kinetic analysis of various ribonucleases, especially ribonuclease A.

Storage Class

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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Pritam Roy et al.
Chemistry, an Asian journal, 14(24), 4780-4792 (2019-10-09)
Protein nitration can occur as a result of peroxynitrite-mediated oxidative stress. Excess production of peroxynitrite (PN) within the cellular medium can cause oxidative damage to biomolecules. The in vitro nitration of Ribonuclease A (RNase A) results in nitrotyrosine (NT) formation
J A Biosca et al.
European journal of biochemistry, 124(1), 151-156 (1982-05-01)
The study of the temperature dependence of the hydrolysis of cytidine 2',3'-phosphate by bovine pancreatic ribonuclease A (EC 3.1.27.5) at pH 7.0 by using the pH-stat method showed a transition at 4 degrees C [J. A. Biosca and C. M.
Isothermal titration calorimetric study of RNase-A kinetics (cCMP→ 3′-CMP) involving end-product inhibition.
Spencer SD, Raffa RB.
Pharmaceut. Res., 21, 1642-1647 (2004)
M Moussaoui et al.
The Journal of biological chemistry, 273(40), 25565-25572 (1998-09-25)
The kinetics of the hydrolysis of cytidine 2',3'-cyclic phosphate (C>p) to 3'-CMP by ribonuclease A are multiphasic at high substrate concentrations. We have investigated these kinetics by determining 3'-CMP formation both spectrophotometrically and by a highly specific and quantitative chemical
M Ribó et al.
Protein expression and purification, 7(3), 253-261 (1996-05-01)
Human pancreatic ribonuclease (HP-RNase) has considerable promise as a therapeutic agent. Structure-function analyses of HP-RNase have been impeded by the difficulty of obtaining the enzyme from its host. Here, a gene encoding HP-RNase was designed, synthesized, and inserted into two

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