Dihydroflavine-adenine dinucleotide

Base Information

• Chemical Name: Dihydroflavine-adenine dinucleotide
• CAS No.: 1910-41-4
• Molecular Formula: C27H35 N9 O15 P2
• Molecular Weight: 787.574
• DSSTox Substance ID: DTXSID301343006
• Nikkaji Number: J792.632D
• Wikidata: Q27102690,Q27113979
• Metabolomics Workbench ID: 37656
• Mol file: 1910-41-4.mol

Synonyms:1,5-dihydro-FAD;FADH2

Chemical Property of Dihydroflavine-adenine dinucleotide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 388.35000
• Density: 2.09g/cm³
• LogP: -1.36600
• XLogP3: -4.8
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 21
• Rotatable Bond Count: 13
• Exact Mass: 787.17278544
• Heavy Atom Count: 53
• Complexity: 1520

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N(C3=C(N2)C(=O)NC(=O)N3)CC(C(C(COP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)O
• Isomeric SMILES: CC1=CC2=C(C=C1C)N(C3=C(N2)C(=O)NC(=O)N3)C[C@@H]([C@@H]([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)O

Technology Process of Dihydroflavine-adenine dinucleotide

There total 2 articles about Dihydroflavine-adenine dinucleotide 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:

flavin adenine dinucleotide (146-14-5,887565-61-9) → flavin adenine dinucleotide fully reduced neutral (1910-41-4)

Guidance literature:

With phosphate buffer; hydrogen; Na2 anchored onto OAE-SEPHADEX anion exchanger; at 20 ℃; for 1.66667h;

DOI:10.1039/cc9960000207

Reference yield:

flavin-adenin dinucleotide, disodium salt (91200-63-4,103775-60-6,84366-81-4,146-14-5) → flavin adenine dinucleotide fully reduced neutral (1910-41-4)

Guidance literature:

With hydrogen; hydrogenase 1 from Escherichia coli; In aq. buffer; at 25 ℃; under 750.075 Torr; pH=8; Kinetics; Glovebox; Enzymatic reaction;

DOI:10.1002/anie.202101186

Reference yield:

flavin adenine dinucleotide fully reduced neutral (1910-41-4) → flavin adenine dinucleotide (146-14-5,887565-61-9)

Guidance literature:

With Artemisone; In acetonitrile;

DOI:10.1002/cmdc.201000508

upstream raw materials:

flavin adenine dinucleotide

flavin-adenin dinucleotide, disodium salt

Downstream raw materials:

flavin adenine dinucleotide

Refernces

• 1、 Cleary, Sarah E.,Joseph Srinivasan, Shiny,Paul, Caroline E.,Ramirez, Miguel A.,Reeve, Holly A.,Vincent, Kylie A.. "E. coli Nickel-Iron Hydrogenase 1 Catalyses Non-native Reduction of Flavins: Demonstration for Alkene Hydrogenation by Old Yellow Enzyme Ene-reductases**". . p. 13824 - 13828. Retrieved 2021.
• 2、 Haynes, Richard K.,Cheu, Kwan-Wing,Tang, Maggie Mei-Ki,Chen, Min-Jiao,Guo, Zu-Feng,Guo, Zhi-Hong,Coghi, Paolo,Monti, Diego. "Reactions of Antimalarial Peroxides with Each of Leucomethylene Blue and Dihydroflavins: Flavin Reductase and the Cofactor Model Exemplified". experimental part. p. 279 - 291. Retrieved 2012/01/12.