Thymidine 5'-(trihydrogen diphosphate) P'-(6-deoxy-alpha-D-xylo-hexopyranos-4-ulos-1-yl) ester

Base Information

• Chemical Name: Thymidine 5'-(trihydrogen diphosphate) P'-(6-deoxy-alpha-D-xylo-hexopyranos-4-ulos-1-yl) ester
• CAS No.: 16752-71-9
• Molecular Formula: C16H24N2O15P2
• Molecular Weight: 546.318
• Mol file: 16752-71-9.mol

Synonyms:dTDP-4-keto-6-deoxy-D-glucose;dTDP-6-deoxy-4-keto-alpha-D-glucose;Thymidine 5'-(trihydrogen diphosphate) P'-(6-deoxy-alpha-D-xylo-hexopyranos-4-ulos-1-yl) ester;Thymidine 5'-diphosphate 4-keto-6-deoxy-D-glucose

Chemical Property of Thymidine 5'-(trihydrogen diphosphate) P'-(6-deoxy-alpha-D-xylo-hexopyranos-4-ulos-1-yl) ester

Chemical Property:

• PSA: 272.99000
• Density: 1.78±0.1 g/cm3(Predicted)
• LogP: -2.22030

Purity/Quality:

97% ^*data from raw suppliers

Thymidine-5?-diphosphate-4-keto-6-deoxy-D-glucosedisodiumsalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Thymidine 5'-(trihydrogen diphosphate) P'-(6-deoxy-alpha-D-xylo-hexopyranos-4-ulos-1-yl) ester

There total 10 articles about Thymidine 5'-(trihydrogen diphosphate) P'-(6-deoxy-alpha-D-xylo-hexopyranos-4-ulos-1-yl) ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

dTDP-glucose disodium salt → thymidine diphosphate 4-keto-6-deoxy-α-D-glucose (16752-71-9,7132-58-3)

Guidance literature:

With recombinant Salmonella enterica RfbB; NADP; at 30 ℃; for 2h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.1021/bi101336u

Reference yield: 71.0%

thymidine 5'-(α-D-glucopyranosyl diphosphate) (2196-62-5) → thymidine diphosphate 4-keto-6-deoxy-α-D-glucose (16752-71-9,7132-58-3)

Guidance literature:

With Streptococcus pneumonia serotype 23F dTDP-Glc-4,6-dehydratase Cps₂₃FN; nicotinamide adenine dinucleotide; In aq. buffer; at 37 ℃; for 0.5h; pH=7.5; Enzymatic reaction;

DOI:10.1039/c6cc08366h

Reference yield:

thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + α-D-glucopyranosyl-1-phosphate (59-56-3,27251-84-9,63779-58-8,262856-84-8) → thymidine diphosphate 4-keto-6-deoxy-α-D-glucose (16752-71-9,7132-58-3)

Guidance literature:

With acetylphosphoric acid; recombinant N-terminally histidine-tagged acetate kinase; recombinant N-terminally histidine-tagged Escherichia coli RmlB TDP-D-glucose-4,6-dehydratase; recombinant N-terminally histidine-tagged Salmonella typhimurium RfbA TDP-D-glucose synthase; recombinant N-terminally histidine-tagged thymidine monophosphate kinase; ATP; magnesium chloride; In water; at 37 ℃; for 0.5h; pH=7.5; aq. phosphate buffer;

DOI:10.1039/c0ob00854k

upstream raw materials:

C₂₀H₁₉O₁₀P

thymidine 5'-(α-D-glucopyranosyl diphosphate)

thymidine 5'-phosphate

α-D-glucopyranosyl-1-phosphate

Downstream raw materials:

Maltol

thymidine diphosphate-6-deoxy-L-talose

thymidine 5'-diphospho-β-L-rhamnose

thymidine 5'-(6-deoxy-α-D-glucopyranosyl diphosphate)

Refernces

• 1、 Li, Siqiang,Wang, Hong,Ma, Juncai,Gu, Guofeng,Chen, Zonggang,Guo, Zhongwu. "One-pot four-enzyme synthesis of thymidinediphosphate-l-rhamnose". supporting information. p. 13995 - 13998. Retrieved 2016/12/09.
• 2、 Ruszczycky, Mark W.,Choi, Sei-Hyun,Mansoorabadi, Steven O.,Liu, Hung-Wen. "Mechanistic studies of the radical S-adenosyl-l-methionine enzyme DesII: EPR characterization of a radical intermediate generated during its catalyzed dehydrogenation of TDP-d-quinovose". supporting information; body text. p. 7292 - 7295. Retrieved 2011/06/23.