CYTIDINE 5'-MONOPHOSPHO-N- structure, CAS 3063-71-6

CYTIDINE 5'-MONOPHOSPHO-N-

CAS Number3063-71-6

SynonymsCMP-b-D-Sialic Acid,DisodiumSalt; CMP-NAN,CMP-NANA,CMP-NeuAc,CMP-Sialic acid; CMP-Sia; Cytidine-5'-monophospho-N-acetylneuraminic acid disodium salt; CMP-N-acetyl-beta-neuraminic acid; Cytidine monophosphate n-acetylneuraminic acid; cytidine 5-monophospho-N-*acetylneuraminic acid; CYTIDINE 5'-MONOPHOSPHO-N-; cytidine-5'-monophospho-N-acetyl-D-neuraminic acid; cytidine 5'-monophospho-N-acetylneuraminic acid,sodium; cmp-nan; CMP-N-Acetylneuraminic Acid; CMP-sialic acid; CMP-Sialic Acid, Monosodium Salt; Cytidine 5'-monophosphate-N-acetylneuraminic acid

Molecular FormulaC20H30N4NaO16P

Molecular Weight658.41

Purity

Density2.02g/cm3

Boiling Point

Melting Point

Flash Point

Appearance

EINECS

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Cat. No.: 2A-1182964 Purity:
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Chemical & Physical Properties
CAS Number3063-71-6
Catalog No.2A-1182964
Chinese Name唾液
SynonymsCMP-b-D-Sialic Acid,DisodiumSalt; CMP-NAN,CMP-NANA,CMP-NeuAc,CMP-Sialic acid; CMP-Sia; Cytidine-5'-monophospho-N-acetylneuraminic acid disodium salt; CMP-N-acetyl-beta-neuraminic acid; Cytidine monophosphate n-acetylneuraminic acid; cytidine 5-monophospho-N-*acetylneuraminic acid; CYTIDINE 5'-MONOPHOSPHO-N-; cytidine-5'-monophospho-N-acetyl-D-neuraminic acid; cytidine 5'-monophospho-N-acetylneuraminic acid,sodium; cmp-nan; CMP-N-Acetylneuraminic Acid; CMP-sialic acid; CMP-Sialic Acid, Monosodium Salt; Cytidine 5'-monophosphate-N-acetylneuraminic acid
Molecular FormulaC20H30N4NaO16P
Molecular Weight658.41
Density2.02g/cm3
Water SolubilityFreely soluble (220 g/L) (25 ºC)
Storage Condition-20°C, dry, sealed
ApplicationCMP sialic acid (CMP-Neu5Ac) is an allosteric inhibitor of UDP-GlcNAc 2-dimer enzyme. CMP sialic acid provides a substrate for Golgi sialyltransferase. CMP sialic acid is an important sugar nucleotide
PubChem ID3428
MDL NumberMFCD00151579
SMILESCC(=O)NC1C(O)CC(OP(=O)(O)OCC2OC(n3ccc(N)nc3=O)C(O)C2O)(C(=O)O)OC1C(O)C(O)CO
InChIInChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)
InChI KeyTXCIAUNLDRJGJZ-BILDWYJOSA-N
NACRES CodeNA.77
UNSPSC12352106
Hazard Symbolstransportation
BioactivityCMP-Sialic acid (CMP-Neu5Ac) is an allosteric inhibitor of UDP-GlcNAc 2-epimerase. CMP-Sialic acid provides a substrate for Golgi sialyltransferases. CMP-Sialic acid is an important sugar nucleotide for biosynthesis of sialic acid and its conjugates[1]. Related Catalog Research Areas >> Metabolic Disease Target Human Endogenous Metabolite In Vitro CMP-Sialic acid (22.5 μM, 45 min) can be used as a CMAH substrate to detect the formation of Neu5Gc in platelet lysates [1]. References [1]. Münster AK, et al. Mammalian cytidine 5'-monophosphate N-acetylneuraminic acid synthetase: a nuclear protein with evolutionarily conserved structural motifs. Proc Natl Acad Sci U S A. 1998 Aug 4;95(16):9140-5. [2]. Jing Song, et al. Reassembled Biosynthetic Pathway for a Large-scale Synthesis of CMP-Neu5Ac. Mar Drugs. 2003 Dec; 1(4): 34-45. [3]. Mercado CP, et al. A serotonin-induced N-glycan switch regulates platelet aggregation. Sci Rep. 2013 Sep 30;3:2795. Chemical & Physical Properties Density 2.02g/cm3 Molecular Formula C20H30N4NaO16P Molecular Weight 636.433 Exact Mass 636.129211 PSA 335.55000 Index of Refraction 1.737 InChIKey TXCIAUNLDRJGJZ-BILDWYJOSA-N SMILES CC(=O)NC1C(O)CC(OP(=O)(O)OCC2OC(n3ccc(N)nc3=O)C(O)C2O)(C(=O)O)OC1C(O)C(O)CO Water Solubility Freely soluble (220 g/L) (25 ºC)
Use ofCMP-Sialic acid (CMP-Neu5Ac) is an allosteric inhibitor of UDP-GlcNAc 2-epimerase. CMP-Sialic acid provides a substrate for Golgi sialyltransferases. CMP-Sialic acid is an important sugar nucleotide for biosynthesis of sialic acid and its conjugates[1]. Properties Articles37 Name CMP-N-acetyl-β-neuraminic acid Synonym More Synonyms Biological Activity Description CMP-Sialic acid (CMP-Neu5Ac) is an allosteric inhibitor of UDP-GlcNAc 2-epimerase. CMP-Sialic acid provides a substrate for Golgi sialyltransferases. CMP-Sialic acid is an important sugar nucleotide for biosynthesis of sialic acid and its conjugates[1]. Related Catalog Research Areas >> Metabolic Disease Human Endogenous Metabolite References [1]. Münster AK, et al. Mammalian cytidine 5'-monophosphate N-acetylneuraminic acid synthetase: a nuclear protein with evolutionarily conserved structural motifs. Proc Natl Acad Sci U S A. 1998 Aug 4;95(16):9140-5. [2]. Jing Song, et al. Reassembled Biosynthetic Pathway for a Large-scale Synthesis of CMP-Neu5Ac. Mar Drugs. 2003 Dec; 1(4): 34-45. [3]. Mercado CP, et al. A serotonin-induced N-glycan switch regulates platelet aggregation. Sci Rep. 2013 Sep 30;3:2795. Chemical & Physical Properties Molecular Formula C20H30N4NaO16P Exact Mass 636.129211 PSA 335.55000 Index of Refraction 1.737 InChIKey TXCIAUNLDRJGJZ-BILDWYJOSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is
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