42491-84-9

Basic information

• Product Name: (S)-6-Amino-2-hydroxyhexanoic acid
• Synonyms: (S)-6-Amino-2-hydroxyhexanoic acid;(2S)-6-Amino-2-hydroxyhexanoic acid;alpha-(4-Aminobutyl)-L-glycolic acid
• CAS NO: 42491-84-9
• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.17
• Mol File: 42491-84-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 197-199℃
• Boiling Point: 374.8±27.0 °C(Predicted)
• Appearance: /
• Density: 1.189±0.06 g/cm3(Predicted)
• PKA: 3.76±0.21(Predicted)
• CAS DataBase Reference: (S)-6-Amino-2-hydroxyhexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-6-Amino-2-hydroxyhexanoic acid(42491-84-9)
• EPA Substance Registry System: (S)-6-Amino-2-hydroxyhexanoic acid(42491-84-9)

Safety Data

• Hazardous Substances Data: 42491-84-9(Hazardous Substances Data)

Usage

General Description

(S)-6-Amino-2-hydroxyhexanoic acid, also known as (S)-AHHA or (S)-ornithine, is an organic compound that belongs to the class of amino acids. It is a chiral molecule with a specific spatial arrangement of its atoms, resulting in two mirror-image forms known as enantiomers. (S)-6-Amino-2-hydroxyhexanoic acid is a derivative of the amino acid ornithine, which plays a crucial role in the urea cycle, a metabolic pathway involved in the detoxification of ammonia in the body. (S)-6-Amino-2-hydroxyhexanoic acid has potential applications in the synthesis of pharmaceuticals, food additives, and as a research tool in biochemistry and molecular biology. Its unique chemical structure and properties make it an important molecule in various biological processes and applications.

Upstream product

• 56-87-1 L-lysine 
• 657-27-2 L-Lysine hydrochloride 
• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 59221-35-1 (S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid 

Downstream Products

• 59221-35-1 (S)-6-[[(Phenylmethoxy)carbonyl]amino]-2-hydroxyhexanoic acid 
• 60369-22-4 (S)-2-Hydroxy-6-tosylamido-hexansaeuremethylester 
• 126110-84-7 (2S,4S)-1-[(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-4-methylsulfanyl-pyrrolidine-2-carboxylic acid methyl ester 
• 126110-84-7 (2S,4R)-1-[(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-4-methylsulfanyl-pyrrolidine-2-carboxylic acid methyl ester 
• 107504-50-7 (S)-2-<oxy>-6-<(trifluoroacetyl)amino>hexanoic acid 
• 126187-75-5 Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-phenylsulfanyl-pyrrolidine-2-carboxylate 
• 126187-75-5 <1(R^*),2α,4β>-1-<6-amino-2-<oxy>-1-oxohexyl>-4-(phenylthio)-L-proline dilithium salt 
• 126187-73-3 Lithium; (2S,4R)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-phenyl-pyrrolidine-2-carboxylate 
• 126187-73-3 Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-phenyl-pyrrolidine-2-carboxylate 
• 126187-76-6 Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-methylsulfanyl-pyrrolidine-2-carboxylate 
• 126187-76-6 Lithium; (2S,4R)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-methylsulfanyl-pyrrolidine-2-carboxylate 
• 126187-77-7 <1(R^*),2α,4α>-1-<6-amino-2-<oxy>-1-oxohexyl>-4-hydroxy-L-proline dilithium salt 
• 126110-83-6 (2S,4S)-1-[(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-4-phenylsulfanyl-pyrrolidine-2-carboxylic acid methyl ester 
• 126110-83-6 <1(R^*),2α,4β>-1-<2-<oxy>-1-oxo-6-<(trifluoroacetyl)amino>hexyl>-4-(phenylthio)-L-proline methyl ester 

Relevant articles and documents

Simultaneous and site-directed incorporation of an ester linkage and an azide group into a polypeptide by in vitro translation

A method is presented by which an azide-containing side chain can be introduced into any internal position of a polypeptide chain by in vitro translation. For this, 2′-deoxy-cytidylyl-(3′→5′)- adenosine was acylated on the 3′(2′)-hydroxyl group of adenosine with 6-azido-2(S)-hydroxyhexanoic acid (AHHA), an α-hydroxy- and ε-azide derivative of l-lysine. The acylated dinucleotide was enzymatically ligated with a tRNA transcript to provide chemically stable E. coli suppressor AHHA-tRNACys(CUA). The esterase 2 gene from Alicyclobacillus acidocaldarius was modified by the amber stop codon (UAG) on position 118. Using AHHA-tRNACys(CUA) in an E. coli in vitro translation/transcription system, the site-directed introduction of an azide group linked to a backbone ester into the esterase polypeptide was achieved. The yield of the synthesized modified protein reached 80% compared to translation of the native esterase. Subsequently, azide coupling with an alkyne-modified oligodeoxynucleotide demonstrated the feasibility of this approach for conjugation of polypeptides.

POLYBIOTIN COMPOUNDS FOR MAGNETIC RESONANCE IMAGINING AND DRUG DELIVERY

The invention relates generally to biotin-containing compounds that are useful as imaging agents and drug-delivery agents. Another aspect of the invention relates to the aforementioned compounds chelated to a metal atom. In a preferred embodiment, the metal atom is a gadolinium. Another aspect of the invention relates to a compound comprising three biotin moieties and a pharmaceutical agent covalently bound to a heterocyclic core. In certain embodiments, the pharmaceutical agent is an antibiotic, antiviral, or radionuclide. Another aspect of the present invention relates to a method of treating disease involving administering the compounds of the invention to a mammal. Another aspect of the present invention relates to a method of acquiring a magnetic resonance image using the compounds of the invention.

Synthesis of optically active phthaloyl D-aminooxy acids from L-amino acids or L-hydroxy acids as building blocks for the preparation of aminooxy peptides

-