𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Stereoselective synthesis of stable isotope-labeled L-α-amino acids: enantioselective synthesis of 13C-, 15N-labeled L-proline using Oppolzer's glycine template

✍ Scribed by Siegfried N. Lodwig; Clifford J. Unkefer

Publisher
John Wiley and Sons
Year
1998
Tongue
French
Weight
544 KB
Volume
41
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

📜 SIMILAR VOLUMES

Stereoselective synthesis of stable isot
Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Biosynthesis of 2H-, 13C-, and 15N-labeled L-serines
✍ John Hanners; Rowena Gibson; Karen Velarde; Judy Hammer; Mark Alvarez; Janet Gri 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 French ⚖ 460 KB

## 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

Stereoselective synthesis of stable isot
Stereoselective synthesis of stable isotope labeled L-α-amino acids: The enzymatic preparation of 13C-labeled L-glutamic acids
✍ Warren J. Goux; Linda Rench; Denise S. Weber 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 French ⚖ 617 KB

## 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

Stereoselective synthesis of stable isot
Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Chemomicrobiological synthesis of 13C- and 2H-labeled L-cysteine
✍ Clifford J. Unkefer; John L. Hanners; Deborah S. Ehler 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 French ⚖ 284 KB

## 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 isot
Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Chemomicrobiological synthesis of L-[β-13C]-, L-[2′-13C]-, and L-[1′15N]tryptophan
✍ Clifford J. Unkefer; Siegfried N. Lodwig; Louis A. Silks III; John L. Hanners; D 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 French ⚖ 494 KB

## 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

Stereoselective synthesis of stable isot
Stereoselective synthesis of stable isotope-labeled L-α-amino acids: Electrophilic amination of Oppolzer's acyl sultams in the synthesis of L-[15N]alanine, L-[15N]valine, L-[15N]leucine, L-[15N]phenylalanine and L-[1-13C, 15N]valine
✍ Siegfried N. Lodwig; Clifford J. Unkefer 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 French ⚖ 475 KB 👁 1 views

Using 1 -chloro-l-[~~N]nitrosocyclohexane, we have prepared five L-[a-'SN]arnino acids. The stereoselective electophillic hydroxyamination of (S)-acylbornane-l0,2-suftams, followed by ZnO/H+ reduction, and alkaline cleavage of the chiral auxiliary, gave the amino acids in 97.2-99.5 % e.e. By starti

Stereoselective Synthesis of Stable Isot
Stereoselective Synthesis of Stable Isotope Labeled L-α-Amino Acids: Synthesis of L−[4−13C] and L−[3,4−13C2]Aspartic Acid
✍ Siegfried N. Lodwig; Clifford J. Unkefer 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 French ⚖ 542 KB

## 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