Two no-carrier-added 125I-labeled photoaffinity raparnycin analogs were prepared: 7-demethoxy-7-(4-azido-3-~~~l-benzyloxy)rapamycin (2) and its C28-C29 seco analog 3 . The key reactions of the synthesis were substitution of the C7 methoxyl of rapamycin (1) with 4-azido-3-tributylstannylbenzyloxy gro
Synthesis and preliminary characterization of a new photoaffinity labeled adenosine nucleotide
✍ Scribed by Shan S. Wong; Danuta Glowacka; Dennis R. Johnson
- Book ID
- 102372823
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- French
- Weight
- 343 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
4‐Azido‐2‐nitrophenyl adenosyl pyrophosphate (ANAP), a new photoaffinity labeled adenosine nucleotide, was synthesized by coupling 4‐azido‐2‐nitrophenyl phosphate and adenosine 5′‐monophosphomorpholidate. Radioactive analogues were prepared from either [^14^C]‐AMP or iodination of 4‐azido‐2‐nitrophenol. ANAP was shown to be a competitive inhibitor of glucose‐6‐phosphate dehydrogenase against NADP with an inhibition constant of 9.5 μM. Iodination of ANAP did not affect its inhibition. Thus ANAP is a good photoaffinity analogue of NADP. It probably will also serve as an analogue of ATP or ADP.
📜 SIMILAR VOLUMES
## Abstract The isolation and structural analysis of a photoproduct of Ac · __p__‐nitrophenyl‐alanine ethyl ester is described and discussed. Nitrophenylalanine is proposed as a hydrogen fluoride stable photoaffinity label.