7,8-dihydro-D-neopterin

Base Information

• Chemical Name: 7,8-dihydro-D-neopterin
• CAS No.: 1218-98-0
• Molecular Formula: C9H13 N5 O4
• Molecular Weight: 255.233
• European Community (EC) Number: 635-022-5
• NSC Number: 614992
• DSSTox Substance ID: DTXSID60988875
• Wikidata: Q82977594
• Mol file: 1218-98-0.mol

Synonyms:7,8-dihydro-neopterin;7,8-dihydroneopterin

Chemical Property of 7,8-dihydro-D-neopterin

Chemical Property:

• Vapor Pressure: 1.13E-17mmHg at 25°C
• Melting Point: >167°C (dec.)
• Boiling Point: 614.6°Cat760mmHg
• PKA: 9.88±0.20(Predicted)
• Flash Point: 325.5°C
• PSA: 156.85000
• Density: 2.03g/cm³
• LogP: -2.28100
• Storage Temp.: −20°C
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly)
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 255.09675391
• Heavy Atom Count: 18
• Complexity: 470

Purity/Quality:

99% ^*data from raw suppliers

Dihydroneopterin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=NC2=C(N1)N=C(NC2=O)N)C(C(CO)O)O
• Uses: Dihydroneopterin is an impurity of Neopterin (N390005), a precursor in the biosynthesis of Biopterin (B389020).

Technology Process of 7,8-dihydro-D-neopterin

There total 4 articles about 7,8-dihydro-D-neopterin 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: 51.0%

Neopterin (2009-64-5) → dihydro-7,8-D-neopterine (1218-98-0)

Guidance literature:

With sodium hydroxide; sodium thiosulfate; In water; 1.) 65 degC, 20-30 min, 2.) 0 degC, 12 h;

DOI:10.1002/hlca.19810640418

Reference yield:

Guanosine 5'-triphosphate (86-01-1,72490-81-4) → dihydro-7,8-D-neopterine (1218-98-0)

Guidance literature:

Guanosine 5'-triphosphate; With GTP cyclohydrolase i; 7,8-dihydroneopterin triphosphate pyrophosphohydrolase; In aq. buffer; at 37 ℃; for 3h; pH=8; Enzymatic reaction;

With alkaline phosphatase from bovine intestinal mucosa; In aq. buffer; for 0.5h; Enzymatic reaction;

DOI:10.1021/jacs.7b06358

Reference yield:

tetrahydro-5,6,7,8-D-neopterine-(6R,S) → dihydro-7,8-D-neopterine (1218-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / air, sodium acetate / H₂O / at pH 4.5, in the dark

2: 51 percent / Na₂S₂O₃, 3N NaOH / H₂O / 1.) 65 degC, 20-30 min, 2.) 0 degC, 12 h

With sodium hydroxide; air; sodium acetate; sodium thiosulfate; In water;

DOI:10.1002/hlca.19810640418

upstream raw materials:

Neopterin

Guanosine 5'-triphosphate

Downstream raw materials:

7,8-dihydroxanthopterin

6-formyl-7,8-dihydropterin

(S)-2-{4-[(2-Amino-4-oxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid

(6S,S)-5,6,7,8-tetrahydrofolic acid

Refernces

• 1、 Angelastro, Antonio,Dawson, William M.,Luk, Louis Y. P.,Loveridge, E. Joel,Allemann, Rudolf K.. "Chemoenzymatic Assembly of Isotopically Labeled Folates". . p. 13047 - 13054. Retrieved 2017.