13345-95-4

Basic information

• Product Name: Leukoflavin
• Synonyms: 1,5-Dihydroriboflavin;Leukoflavin
• CAS NO: 13345-95-4
• Molecular Formula: C₁₇H₂₂N₄O₆
• Molecular Weight: 378.37978
• Mol File: 13345-95-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Leukoflavin(CAS DataBase Reference)
• NIST Chemistry Reference: Leukoflavin(13345-95-4)
• EPA Substance Registry System: Leukoflavin(13345-95-4)

Safety Data

• Hazardous Substances Data: 13345-95-4(Hazardous Substances Data)

Upstream product

• 3614-08-2 L-selenocysteine 
• 83-88-5 riboflavin 
• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 
• 83-88-5 riboflavin 
• 58-68-4 NADH 

Downstream Products

• 3614-08-2 L-selenocysteine 
• 83-88-5 riboflavin 
• 83-88-5 riboflavin 

Relevant articles and documents

Studies on the reaction between reduced riboflavin and selenocystine

Selenocysteine (Sec) is a crucial component of mammalian thioredoxin reductase (TrxR) where it serves as a nucleophile for disulfide bond rupture in thioredoxin (Trx). Generation of the reduced state of Sec in TrxR requires consecutive two electron transfer steps, namely: (i) from NADPH to flavin adenine dinucleotide, (ii) from reduced flavin to the disulfide bond Cys59-S-S-Cys64, and finally (iii) from Cys59 and Cys64 to the selenosulfide bond Cys497-S-Se-Sec498. In this work, we studied the reaction between reduced riboflavin (RibH2) and selenocystine (Sec-Sec), an oxidized form of Sec. The interaction between RibH2 and Sec-Sec proceeded relatively slowly in comparison with its reverse reaction, that is, reduction of riboflavin (Rib) by Sec. The rate constant for the reaction between RibH2 and Sec-Sec was (7.9?±?0.1)?×?10?2?M?1 s?1 (pH 7.0, 25.0°C). The reaction between Rib and Sec proceeded via two steps, namely, a rapid reversible binding of Rib to Sec having a protonated selenol group to form a Sec-Rib complex, followed by nucleophilic attack of Sec-Rib by a second Sec molecule harboring a deprotonated selenol group. The equilibrium constant for the overall reduction process of Rib by Sec is (1.2?±?0.1)?×?106?M?1 (25.0°C). The finding that the interaction of RibH2 with oxidized selenol is reversible with its equilibrium favored toward the reverse reaction provides an additional explanation for the exceptional mechanism of the mammalian Trx/TrxR system involving transient reduction of a disulfide bond.

Artificial Redox Enzymes. Part 3. Structure and Properties

The structural and catalytic properties of models of flavoenzymes in which flavin is covalently attached to the catalytically important secondary side of 2--α-cyclodextrin and 2--β-cyclodextrin as well as the primary side 6-(10-N-isoalloxazinylmethyl)-β-cyclodextrin are reported.