2147-59-3

Basic information

• Product Name: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate
• Synonyms: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate;Deoxythymidine diphosphate-l-rhamnose;thymidine diphosphate rhamnose;Dtdp-L-rhamnose;Thymidine 5'-(trihydrogen diphosphate), p'-(6-deoxy-beta-L-mannopyranosyl) ester;Thymidine diphosphate-L-rhamnose;Thymidine-5'-diphosphate-L-rhamnose disodium salt;dTDP-beta-L-rhamnose
• CAS NO: 2147-59-3
• Molecular Formula: C₁₆H₂₆N₂O₁₅P₂
• Molecular Weight: 548.3296
• Mol File: 2147-59-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.78g/cm³
• Refractive Index: 1.625
• PKA: 1.10±0.50(Predicted)
• CAS DataBase Reference: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate(2147-59-3)
• EPA Substance Registry System: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] [(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate(2147-59-3)

Safety Data

• Hazardous Substances Data: 2147-59-3(Hazardous Substances Data)

Usage

Definition

ChEBI: The beta-anomer of dTDP-L-rhamnose.

InChI:InChI=1/C16H26N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-13,15,19-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,11-,12+,13+,15?/m0/s1

Upstream product

• 59373-11-4 O^5'-(hydroxy-imidazol-1-yl-phosphinoyl)-thymidine 
• 365-08-2 dTTP 
• 59-56-3 α-D-glucopyranosyl-1-phosphate 
• 16752-71-9 thymidine diphosphate 4-keto-6-deoxy-α-D-glucose 

Downstream Products

• 36357-77-4 phosphoramidon 
• 1310326-19-2 C₃₀H₄₄O₉ 
• 491-97-4 2-deoxythymidine diphosphate 

Relevant articles and documents

One-pot four-enzyme synthesis of thymidinediphosphate-l-rhamnose

A new, robust one-pot four-enzyme synthetic method was developed for thymidinediphosphate-l-rhamnose starting from d-glucose-1-phosphate. The enzymes, Glc-1-P thymidylyltransferase, dTDP-Glc-4,6-dehydratase, dTDP-4-keto-6-deoxy-Glc-3,5-epimerase and dTDP-4-keto-Rha reductase were derived from Streptococcus pneumonia serotype 23F, expressed in Escherichia coli, and studied in detail to provide the first direct evidence for their functions.

A novel method for the preparation of nucleoside diphosphates

Figure presented Sugar nucleoside diphosphates have been prepared using an efficient phosphate coupling reaction that employs a highly reactive zwitterionic phosphoramidate intermediate as the phosphorylating species.

Studies of deoxyribonucleic acid synthesis and cell growth in the deoxyriboside-requiring bacteria, Lactobacillus acidophilus. III. Identification of thymidine diphosphate rhamnose.

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