2'Deoxy-thymidine-5'-diphospho-alpha-D-glucose

Base Information

• Chemical Name: 2'Deoxy-thymidine-5'-diphospho-alpha-D-glucose
• CAS No.: 2196-62-5
• Molecular Formula: C16H26 N2 O16 P2
• Molecular Weight: 564.334
• UNII: Q9XRK94HEF
• DSSTox Substance ID: DTXSID70332067
• Nikkaji Number: J631.152K
• Wikipedia: Thymidine_diphosphate_glucose
• Wikidata: Q258653,Q76100248
• Metabolomics Workbench ID: 50227
• ChEMBL ID: CHEMBL412989
• Mol file: 2196-62-5.mol

Synonyms:deoxythymidine diphosphate-glucose;dTDP-glucose

Chemical Property of 2'Deoxy-thymidine-5'-diphospho-alpha-D-glucose

Chemical Property:

• Refractive Index: 1.644
• Boiling Point: °Cat760mmHg
• PKA: 1.10±0.50(Predicted)
• Flash Point: °C
• PSA: 296.38000
• Density: 1.85g/cm³
• LogP: -3.45610
• XLogP3: -5.5
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 9
• Exact Mass: 564.07575674
• Heavy Atom Count: 36
• Complexity: 978

Purity/Quality:

99% ^*data from raw suppliers

Thymidine-5?-diphosphate-D-glucosedisodiumsalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)O)O)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

Technology Process of 2'Deoxy-thymidine-5'-diphospho-alpha-D-glucose

There total 5 articles about 2'Deoxy-thymidine-5'-diphospho-alpha-D-glucose 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: 89.6%

thymidine-5′-diphosphate trisodium salt + Sucrose (57-50-1) → D-fructose (7660-25-5) + thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + thymidine 5'-(α-D-glucopyranosyl diphosphate) (2196-62-5)

Guidance literature:

With NaOH buffer; bovine serum albumin; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; at 30 ℃; for 6.66667h; sucrose synthase;

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 5'-(α-D-glucopyranosyl diphosphate) (2196-62-5)

Guidance literature:

With acetylphosphoric acid; recombinant N-terminally hexahistidine-tagged Streptomyces ravidus TDP-D-glucose RavD synthase; recombinant N-terminally histidine-tagged acetate kinase; recombinant N-terminally histidine-tagged thymidine monophosphate kinase; ATP; magnesium chloride; In water; at 37 ℃; for 1h; pH=7.5; phosphate buffer; Enzymatic reaction;

DOI:10.1039/c0ob00854k

Reference yield:

→ Thymidin diphosphat galactose (2196-62-5,5817-97-0,16159-60-7,16886-70-7,19993-18-1,25318-71-2,26234-88-8,26263-32-1,62057-77-6,147730-27-6)

Guidance literature:

Thymidintriphosphat,α-D-Galactose-1-phosphat in Ggw.v.Thymidylyltransferase v.Streptococcus faecalis ;S:133;

upstream raw materials:

Sucrose

thymidine 5'-phosphate

α-D-glucopyranosyl-1-phosphate

Downstream raw materials:

TDP-6-deoxy-D-gulose

dTDP-D-fucopyranose

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

quercetin 3-O-glucoside-7-O-rhamnoside

Refernces

• 1、 Kharel, Madan K.,Lian, Hui,Rohr, Juergen. "Characterization of the TDP-d-ravidosamine biosynthetic pathway: One-pot enzymatic synthesis of TDP-d-ravidosamine from thymidine-5-phosphate and glucose-1-phosphate". experimental part. p. 1799 - 1808. Retrieved 2011/05/03.
• 2、 Furusawa,Sekine,Hata. "Studies on pyrophosphates. Part III. A new method for the synthesis of nucleotide coenzymes by means of di-n-butylphosphiothioyl bromide.". . p. 1711 - 1716. Retrieved 2007/10/04.