504-21-2

Basic information

• Product Name: (3S)-3,6-Diaminohexanoic acid
• Synonyms: (3S)-3-(3-Aminopropyl)-β-alanine;(3S)-3,6-Diaminohexanoic acid;(S)-3-(3-Aminopropyl)-β-alanine;(S)-3,6-Diaminohexanoic acid
• CAS NO: 504-21-2
• Molecular Formula: C₆H₁₄N₂O₂
• Molecular Weight: 146.1876
• Mol File: 504-21-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 319.6°Cat760mmHg
• Flash Point: 147.1°C
• Appearance: /
• Density: 1.125g/cm³
• Vapor Pressure: 6.99E-05mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: (3S)-3,6-Diaminohexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3,6-Diaminohexanoic acid(504-21-2)
• EPA Substance Registry System: (3S)-3,6-Diaminohexanoic acid(504-21-2)

Safety Data

• Hazardous Substances Data: 504-21-2(Hazardous Substances Data)

Usage

Description

(3S)-3,6-Diaminohexanoic acid, also known as D-lysine, is an essential amino acid that serves as a crucial building block for proteins. It is commonly found in various food sources such as meat, fish, eggs, and dairy products. D-lysine plays a significant role in numerous biological processes, including collagen formation, maintaining healthy skin and bones, and the synthesis of carnitine, which aids in converting fat into energy. Furthermore, it has been studied for its potential therapeutic applications in treating various health conditions, such as herpes simplex virus infections and anxiety.

Uses

Used in Pharmaceutical Industry:
(3S)-3,6-Diaminohexanoic acid is used as a therapeutic agent for the treatment of herpes simplex virus infections. It has been studied for its potential to inhibit viral replication and reduce the severity of symptoms.
Used in Nutraceutical Industry:
(3S)-3,6-Diaminohexanoic acid is used as a dietary supplement to support overall health and well-being. It contributes to the maintenance of healthy skin, bones, and the synthesis of carnitine, which helps in turning fat into energy.
Used in Cosmetic Industry:
(3S)-3,6-Diaminohexanoic acid is used as an ingredient in skincare products for its role in collagen formation and maintaining healthy skin. It helps improve skin elasticity and reduce the appearance of wrinkles and fine lines.
Used in Food and Beverage Industry:
(3S)-3,6-Diaminohexanoic acid is used as a nutritional additive in various food and beverage products to enhance their protein content and support overall health. It can be found in protein supplements, meal replacement shakes, and fortified foods.

InChI:InChI=1/C6H14N2O2/c7-3-1-2-5(8)4-6(9)10/h5H,1-4,7-8H2,(H,9,10)

Upstream product

• 86088-69-9 β-lysine di-N-phthaloyl methyl ester 
• 70548-25-3 di-N-phthalimide l-ornithine 
• 118743-83-2 5-Acetoxy-3(S)-(4-benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidine 
• 118743-76-3 3(S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-ol 
• 186581-53-3 diazomethane 
• 118743-79-6 (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one 
• 35107-12-1 (S)-N,N'-Dibenzyloxycarbonyl-β-lysine 
• 56-87-1 L-lysine 
• 58773-34-5 5-deoxy-3-epi-negamycine 

Downstream Products

• 35761-12-7 (S)-3,6-bis-benzoylamino-hexanoic acid 
• 35107-12-1 (S)-N,N'-Dibenzyloxycarbonyl-β-lysine 
• 37682-58-9 (S)-6-Benzyloxycarbonylamino-3-((S)-3,6-bis-benzyloxycarbonylamino-hexanoylamino)-hexanoic acid methyl ester 
• 37682-54-5 (S)-3,6-Bis-benzyloxycarbonylamino-hexanoic acid benzyl ester 

Relevant articles and documents

Biochemical Characterization of an Arginine 2,3-Aminomutase with Dual Substrate Specificity

The radical S-adenosylmethionine (SAM) aminomutases represent an important pathway for the biosynthesis of β-amino acids. In this study, we report biochemical characterization of BlsG involved in blasticidin S biosynthesis as a radical SAM arginine 2,3-aminomutase. We showed that BlsG acts on both L-arginine and L-lysine with comparable catalytic efficiencies. Similar dual substrate specificity was also observed for the lysine 2,3-aminomutase from Escherichia coli (LAMEC). The catalytic efficiency of LAMEC is similar to that of BlsG, but is significantly lower than that of the enzyme from Clostridium subterminale (LAMCS), which acts only on L-lysine rather than on L-arginine. Moreover, we showed that enzymes can be grouped into two major phylogenetic clades, each corresponding to a certain C3 stereochemistry of the β-amino acid product. Our study expands the radical SAM aminomutase members and provides insights into enzyme evolution, supporting a trade-off between substrate promiscuity and catalytic efficiency.

Microbial products. III. Epi-deoxynegamycin from a micromonospora

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Mechanistic Studies on Lysine 2,3-Aminomutase: Carbon-13-Deuterium Crossover Experiments

A mixture of L-lysine plus L-lysine is converted by purified lysine 2,3-aminomutase into β-lysine.The di-N-phthaloyl methyl ester derivative of the resultant β-lysine shows a geminally deuterium-coupled enriched (13)C n.m.r. signal indicating intermolecular transfer of the migrating 3-pro-R hydrogen of the α-lysine.L-Lysine has been synthesized.A mixture of L-lysine plus L-lysine is similary converted into β-lysine.Its di-N-phthaloyl methyl ester derivative shows a β-shifted enriched (13)C n.m.r. signal for C-3, but no geminally coupled enriched C-3 signal.The latter experiment rules out any intermolecular exchange of the non-migrating 3-pro-S hydrogen atom of α-lysine.Various mechanistic possibilities for the intermolecular hydrogen transfer process are discussed.