## Abstract Tryptophan synthase catalyzes the nucleophilic replacement of the hydroxyl group at C‐3 of L‐serine. This enzyme can use benzyl mercaptan as a nucleophile in the conversion of serine to S‐benzyl‐L‐cysteine which is deblocked by treatment with sodium in liquid ammonia to yield L‐cysteine
Stereoselective synthesis of stable isotope labeled L-α-amino acids: The enzymatic preparation of 13C-labeled L-glutamic acids
✍ Scribed by Warren J. Goux; Linda Rench; Denise S. Weber
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- French
- Weight
- 617 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
We have developed methods for the preparation of L‐glutamic acid, isotopically labeled with ^13^C, using commercially available purified enzymes. The procedure is sufficiently versatile that L‐glutamic acid may be labeled at any carbons or any combination of carbons using ^13^C‐labeled pyruvate, acetate and bicarbonate as isotopically labeled precursors. Using the strategy outlined, we have demonstrated the methodology using as an example the preparation of millimolar quantities of L‐[1‐^13^C], L‐[4‐^13^C], L‐[5‐^13^C] and L‐[1,3,4‐^13^C~3~]glutamic acid in a one‐pot incubation. We also outline methods for the preparation of ^13^C‐labeled L‐malate and citrate.
📜 SIMILAR VOLUMES
## Abstract We have developed a stereospecific biosynthesis of ^13^C‐ and ^15^N‐labeled L‐serine which involves the serine‐type methylotroph __Methylobacterium extorquens__ AM1. In this biosynthesis, C‐3 of serine is derived from methanol while C‐2, C‐1 and the α‐amino group are derived from glycin
## Abstract We have developed a stereoselective route to isotopically labeled L‐aspartic acid using L‐serine as a chiral precursor. Labeled serine, prepared biosynthetically was N‐protected by conversion to the N‐__t__‐Boc derivative. (N‐__t__‐Boc)‐[3−^13^C]Serine is cyclized to its β‐lactone which
## Abstract We have developed a stereospecific chemomicrobiological synthesis of labeled tryptophan. L‐[3‐^13^C]Serine, [1‐^15^N]‐ and [2‐^13^C]indole were used as precursors for the synthesis of L‐[β‐^13^C]‐, L‐[1′‐^15^N]‐, and L‐[2′‐^13^C]tryptophan, respectively. The labeled precursors were inco
## Abstract [3‐^18^O]‐L‐serine, [3‐^13^C]‐L‐serine, [3‐^18^O]‐L‐threonine, [3,4‐^13^C~2~]‐L‐threonine and [3‐^2^H]‐L‐threonine are prepared from simple commercially available, isotopically enriched starting materials like H~2~^18^O, [^13^C]‐paraformaldehyde, [^13^C~2~]‐acetaldehyde and [1‐^2^H]‐ace