5'-Cytidylic acid CAS No. 63-37-6

Product Description

5'-Cytidylic acid, also known as Cytidine 5'-monophosphate (CMP), is a nucleotide that serves as a fundamental building block in RNA. It is composed of three main components: cytosine, a pyrimidine nucleobase; ribose, a pentose sugar in its β-D-ribofuranose form; and a phosphate group attached to the 5' position of the ribose. Its IUPAC name is [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate. 5'-Cytidylic acid plays a crucial role in RNA synthesis, energy metabolism, and cellular signaling. It can be phosphorylated to form cytidine diphosphate (CDP) and cytidine triphosphate (CTP), which are essential for phospholipid and nucleic acid biosynthesis. It is also involved in transcription and protein synthesis, acting as an intermediate in pyrimidine metabolism. Related compounds include deoxycytidylic acid (dCMP), found in DNA, and 2'-cytidylic acid (2'-CMP), which has a phosphate on the 2' position.

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Product Use & Characteristics

• Chemical Formula: C₉H₁₄N₃O₈P

• Molecular Weight: 323.2 g/mol

• IUPAC Name: [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

• Structure: Consists of cytosine (a pyrimidine nucleobase), ribose (a pentose sugar in its β-D-ribofuranose form), and a phosphate group attached to the 5' position of the ribose.

Uses

• Biological Role:

  • RNA Building Block: One of the four nucleotides used in the biosynthesis of RNA, along with AMP, GMP, and UMP.

  • Precursor for RNA Synthesis: Can be phosphorylated to form CDP (cytidine diphosphate) and CTP (cytidine triphosphate), which are directly involved in RNA synthesis by RNA polymerases.

  • Metabolic Intermediate: Involved in various metabolic pathways, including the synthesis of phospholipids and other cytidine-containing coenzymes like CDP-choline.

  • Signaling Molecule: Participates in cell signaling under certain conditions.

• Applications:

  • Molecular Biology Research: Used in studies related to RNA structure and function.

  • Biochemistry: Studied to understand nucleotide metabolism.

  • Medical Research: Potential applications in nucleotide-based therapies.

Synthesis Methods

• De Novo Synthesis: Synthesized via the pyrimidine biosynthesis pathway, starting from glutamine and aspartate.

• Salvage Pathway: Formed through the recycling of cytosine or cytidine into CMP using specific enzymes.

Related Compounds

• Derivatives:

  • Cytidine Diphosphate (CDP)

  • Cytidine Triphosphate (CTP): Important for phospholipid and nucleic acid biosynthesis.

• Related Compounds:

  • Deoxycytidylic Acid (dCMP): Found in DNA, lacks the 2'-OH group.

  • 2'-Cytidylic Acid (2'-CMP): Phosphate on the 2' position, less common.

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Sigma Chemical Group is a major chemical enterprise headquartered in Hangzhou, Zhejiang Province, with a diversified portfolio of subsidiaries including Qingdao Sigma Chemical Co., Ltd., Henan Sigma Biotechnology Co., Ltd., Nanchang Sigma Chemical Co., Ltd., and Jinan Sigma Chemical Co., Ltd. Established on January 16, 2017, Qingdao Sigma Chemical Co., Ltd. operates as a micro-sized chemical product wholesaler with a registered capital of RMB 100,000. Led by legal representative Yang Yuwen and based at 2-1-2301, Jiahe Xinxing, No. 130 Shandong Road, Shibei District, Qingdao, the company’s operations span chemicals, machinery equipment, and import-export services. Henan Sigma Biotechnology Co., Ltd., located in Dongmafang, Muye District, Xinxiang City, Henan Province, specializes in the sales of pesticides, pharmaceuticals, veterinary drugs, and mixed feed additive series, including products like adenine, florfenicol injection, carbasalate calcium soluble powder, and cefotaxime sodium chloride injection. Guided by a win-win and innovative business philosophy, the company employs a modern management approach and customer-centric service, upholding integrity, diligence, and a commitment to quality, thereby earning customer trust through diverse product offerings and competitive pricing. Nanchang Sigma Chemical Co., Ltd., situated in Nanchang, Jiangxi Province, is dedicated to producing high-purity plant extracts, emphasizing eco-friendly, non-toxic chemical raw materials that generate no environmental pollutants. Jinan Sigma Chemical Co., Ltd., located in Jinan, the capital of Shandong Province known as the "City of Springs," focuses on manufacturing active pharmaceutical ingredients (APIs) and pharmaceutical intermediates. The company maintains long-term industry-academia-research collaborations with Shandong University and Qilu University of Technology, continuously enhancing R&D investments to drive innovation and growth.