BIOLOGICAL PROBES .3. METHODS FOR CARBON-4 AND CARBON-5 LABELING IN NICOTINAMIDE

被引:18
作者
BRYSON, TA [1 ]
DONELSON, DM [1 ]
DUNLAP, RB [1 ]
FISHER, RR [1 ]
ELLIS, PD [1 ]
机构
[1] UNIV S CAROLINA, DEPT CHEM, COLUMBIA, SC 29208 USA
关键词
D O I
10.1021/jo00873a051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The authors previously described facile pyridine syntheses in which nicotinamide can be labeled (13C, 2H, 15N) at the 1,2,3,6 and carbonyl positions and then be biosynthetically incorporated into the coenzyme NAD+. These methods were not useful for labeling the 4 position of the nicotinamide ring, the site at which biological oxidation-reduction occurs in NAD+. The present report describes an efficient, high-yield procedure for label incorporation (13C, 2H) at the 4 and the 5 position of nicotinamide.
引用
收藏
页码:2066 / 2067
页数:2
相关论文
共 7 条
[1]   P-31 AND C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES OF NICOTINAMIDE-ADENINE DINUCLEOTIDE AND RELATED COMPOUNDS [J].
BLUMENSTEIN, M ;
RAFTERY, MA .
BIOCHEMISTRY, 1972, 11 (09) :1643-+
[2]   BIOLOGICAL PROBES .2. RING LABELED NICOTINAMIDE [J].
BRYSON, TA ;
WISOWATY, JC ;
DUNLAP, RB ;
FISHER, RR ;
ELLIS, PD .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3436-3438
[3]   BIOLOGICAL PROBES .1. CARBON-6-LABELED NICOTINAMIDE [J].
BRYSON, TA ;
WISOWATY, JC ;
DUNLAP, RB ;
FISHER, RR ;
ELLIS, PD .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (08) :1158-1160
[4]   SULFENYLATION OF ACTIVE METHYLENE COMPOUNDS WITH SULFENAMIDES [J].
KUMAMOTO, T ;
KOBAYASH.S ;
MUKAIYAM.T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (03) :866-+
[5]   Phenyl-sulphur chloride (II) [J].
Lecher, H .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1925, 58 :409-416
[6]   NEW SYNTHETIC REACTIONS - CONVENIENT APPROACH TO METHYL 3-OXO-4-PENTENOATE [J].
TROST, BM ;
KUNZ, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (17) :2648-2650
[7]   NUCLEAR MAGNETIC-RESONANCE STUDIES ON PYRIDINE DINUCLEOTIDES .2. SOLUTION CONFORMATIONAL DYNAMICS OF NICOTINAMIDE ADENINE-DINUCLEOTIDE AND NICOTINAMIDE MONONUCLEOTIDE AS VIEWED BY PROTON T1 MEASUREMENTS [J].
ZENS, AP ;
WILLIAMS, TJ ;
WISOWATY, JC ;
FISHER, RR ;
DUNLAP, RB ;
BRYSON, TA ;
ELLIS, PD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (10) :2850-2857