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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

Quality Level

200

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)

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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.
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
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
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.
S Adinolfi et al.
FEBS letters, 398(2-3), 326-332 (1996-12-02)
In the ribonuclease superfamily, dimericity is a unique feature of bovine seminal RNase (BS-RNase). In about two-thirds of native BS-RNase molecules, the two subunits interchange their N-terminal tails, thus generating domain-swapped dimers (MxM), which mostly responsible for enzyme biological activities
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