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30320

Sigma-Aldrich

Cytidine 5′-triphosphate disodium salt hydrate

≥90.0% (HPLC), solid

Synonym(s):

5-CTP-Na2, CTP

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About This Item

Empirical Formula (Hill Notation):
C9H14N3Na2O14P3 · xH2O
CAS Number:
652154-13-7
Molecular Weight:
527.12 (anhydrous basis)
Beilstein/REAXYS Number:
3582735
MDL number:
MFCD00150809
UNSPSC Code:
41106305
PubChem Substance ID:
57648425
NACRES:
NA.51

Key Documents

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Product Name

Cytidine 5′-triphosphate disodium salt hydrate, ≥90.0% (HPLC)

Quality Level

100

assay

≥90.0% (HPLC)

form

solid

impurities

≤12% water

solubility

H2O: 50 mg/mL, clear, colorless

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C9H16N3O14P3.2Na.H2O/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H2,10,11,15)(H2,16,17,18);;;1H2/q;2*+1;/p-2/t4-,6-,7-,8-;;;/m1.../s1

InChI key

IJMSOWKYYIROGP-LLWADOMFSA-L

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Application

Cytidine 5′-triphosphate disodium salt hydrate has been used:
  • in the oligonucleotide synthesis for silver nanoclusters interaction studies
  • as an anion source for fluorescence emission and titration curve-analysis of hypocrellin A-zinc(II) complex
  • in fluorescence emission experiments of copper(II)–2,6-bis(2-benzimidazolyl)pyridine complex

Cytidine 5γ-triphosphate (CTP) is used to synthesize RNA by various RNA polymerases. Cytidine 5γ-triphosphate (CTP) is a substrate for CMP-neuNAc synthetase(s) which produce CMP-neuNAc used in sialylation reactions. As a substrate of CTP:phosphocholine cytidylyltransferase(s) (CT), CTP supports the formation of phosphatidylcholine via the formation of CDP-choline.

Biochem/physiol Actions

Cytidine 5′-triphosphate (CTP) is essential for the synthesis of DNA and is a mediator of many physiological processes in living systems. It is crucial for the dolichol phosphorylation, cholesterol transport and is involved in the allosteric regulation of aspartate transcarbamylase. It is also used in the treatment of disease related brain.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH6860
BCCD4350
BCBV6021
BCBS5960V
BCBP3954V

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Melissa A MacKinnon et al.
The Journal of biological chemistry, 284(11), 7376-7384 (2009-01-15)
Phosphatidylcholine is the major phospholipid in eukaryotic cells. There are two main pathways for the synthesis of phosphatidylcholine: the CDP-choline pathway present in all eukaryotes and the phosphatidylethanolamine methylation pathway present in mammalian hepatocytes and some single celled eukaryotes, including
Selective fluorometric detection of pyrophosphate and stringent alarmone with copper (II)-2, 6-bis (2-benzimidazolyl) pyridine complex
Zhao XJ and Huang CZ
Biosensors And Bioelectronics, 30(1), 282-286 (2011)
Ratiometric Detection of Adenosine-5?-triphosphate (ATP) and Cytidine-5?-triphosphate (CTP) with a Fluorescent Spider-Like Receptor in Water
Gupta AK, et al.
European Journal of Organic Chemistry, 2015(1), 122-129 (2015)
Highly selective detection of bacterial alarmone ppGpp with an off-on fluorescent probe of copper-mediated silver nanoclusters
Zhang P, et al.
Biosensors And Bioelectronics, 49(1), 433-437 (2013)
U Edwards et al.
FEMS microbiology letters, 75(2-3), 161-166 (1992-09-15)
The CMP-N-acetylneuraminic acid (CMP-NeuNAc) synthetase gene of Neisseria meningitidis group B is located on a 2.3-kb EcoRI fragment within the cps gene cluster. Nucleotide sequence determination of the gene encoding the CMP-NeuNAc synthetase revealed a 515-bp open reading frame that
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