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Sigma-Aldrich

Cytidine 5′-triphosphate disodium salt hydrate

≥90.0% (HPLC)

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:
3582735
MDL number:
MFCD00150809
UNSPSC Code:
41106305
PubChem Substance ID:
57648425
NACRES:
NA.51

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.

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

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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J Vionnet et al.
Glycobiology, 9(5), 481-487 (1999-04-20)
CMP-beta-N-acetylneuraminic acid (CMP-neuNAc) is the substrate for the sialylation of glycoconjugates by sialyltransferases in microbes and higher eukaryotes. CMP-neuNAc synthetase catalyzes the formation of this substrate, CMP-neuNAc, from CTP and neuNAc. In this report we describe the purification of CMP-neuNAc
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)
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
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)
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)
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