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C9630

Sigma-Aldrich

Cytidine 2′:3′-cyclic monophosphate monosodium salt

≥95% (HPLC)

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:
15718-51-1
Molecular Weight:
327.16
Beilstein:
4086446
EC Number:
239-813-2
MDL number:
MFCD00135656
UNSPSC Code:
41106305
PubChem Substance ID:
24893179
NACRES:
NA.51

biological source

synthetic

Assay

≥95% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Shawn D Spencer et al.
Pharmaceutical research, 21(9), 1642-1647 (2004-10-23)
Isothermal titration calorimetry (ITC) and progress curve analysis was used to measure the enzyme kinetic parameters (KM and kcat) of the hydrolysis of cCMP by RNase-A, a reaction that includes end-product competitive inhibition by 3'-CMP. The heat generated from injection
Y Markert et al.
Protein engineering, 14(10), 791-796 (2001-12-12)
Although highly stable toward unfolding, native ribonuclease A is known to be cleaved by unspecific proteases in the flexible loop region near Ala20. With the aim to create a protease-resistant ribonuclease A, Ala20 was substituted for Pro by site-directed mutagenesis.
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)
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.
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