77977-72-1

Basic information

• Product Name: (S)-4-nitromandelic acid
• Synonyms: (S)-4-nitromandelic acid
• CAS NO: 77977-72-1
• Molecular Weight: 197.147
• Mol File: 77977-72-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-4-nitromandelic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-nitromandelic acid(77977-72-1)
• EPA Substance Registry System: (S)-4-nitromandelic acid(77977-72-1)

Safety Data

• Hazardous Substances Data: 77977-72-1(Hazardous Substances Data)

Upstream product

• 62-76-0 sodium oxalate 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 13244-75-2 (S)-α,4-dihydroxy-benzeneacetic acid 

Relevant articles and documents

Oxalyl-CoA Decarboxylase Enables Nucleophilic One-Carbon Extension of Aldehydes to Chiral α-Hydroxy Acids

The synthesis of complex molecules from simple, renewable carbon units is the goal of a sustainable economy. Here we explored the biocatalytic potential of the thiamine-diphosphate-dependent (ThDP) oxalyl-CoA decarboxylase (OXC)/2-hydroxyacyl-CoA lyase (HACL) superfamily that naturally catalyzes the shortening of acyl-CoA thioester substrates through the release of the C1-unit formyl-CoA. We show that the OXC/HACL superfamily contains promiscuous members that can be reversed to perform nucleophilic C1-extensions of various aldehydes to yield the corresponding 2-hydroxyacyl-CoA thioesters. We improved the catalytic properties of Methylorubrum extorquens OXC by rational enzyme engineering and combined it with two newly described enzymes—a specific oxalyl-CoA synthetase and a 2-hydroxyacyl-CoA thioesterase. This enzymatic cascade enabled continuous conversion of oxalate and aromatic aldehydes into valuable (S)-α-hydroxy acids with enantiomeric excess up to 99 %.