96095-04-4

Basic information

• Product Name: N-{(3R)-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecanoyl}glycyl-L-serine
• CAS NO: 96095-04-4
• Molecular Formula: C₃₇H₇₀N₂O₇
• Molecular Weight: 654.9609
• Mol File: 96095-04-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 800°C at 760 mmHg
• Flash Point: 437.6°C
• Density: 1.01g/cm³
• Vapor Pressure: 1.32E-29mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: N-{(3R)-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecanoyl}glycyl-L-serine(CAS DataBase Reference)
• NIST Chemistry Reference: N-{(3R)-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecanoyl}glycyl-L-serine(96095-04-4)
• EPA Substance Registry System: N-{(3R)-15-methyl-3-[(13-methyltetradecanoyl)oxy]hexadecanoyl}glycyl-L-serine(96095-04-4)

Safety Data

• Hazardous Substances Data: 96095-04-4(Hazardous Substances Data)

Upstream product

• 103196-72-1 N-[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycine benzyl ester 
• 75853-51-9 13-methyl-1-tetradecanal 
• 214278-03-2 Ethyl (+/-)-3-hydroxy-15-methylhexadecanoate 
• 25491-28-5 (+/-)-3-Hydroxy-15-methylhexadecanoic acid 
• 103196-65-2 (R)-1-((2-(((S)-3-hydroxy-1-methoxy-1-oxopropan-2-yl)amino)-2-oxoethyl)amino)-15-methyl-1-oxohexadecan-3-yl 13-methyltetradecanoate 
• 20194-47-2 13-methyltetradecan-1-ol 
• 1611-56-9 1-Bromo-11-hydroxyundecane 
• 210572-59-1 N-[(3S)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycine 
• 214406-38-9 N-[(3S)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycine benzyl ester 
• 212838-93-2 ethyl 15-methyl-3-oxohexadecanoate 
• 103196-78-7 3-Hydroxy-15-methyl-hexadecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 2485-71-4 13-methyltetradecanoic acid 
• 103196-73-2 (3R)-N-<3-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl>glycine 

Relevant articles and documents

Simultaneous Determination of Absolute Configuration and Quantity of Lipopeptides Using Chiral Liquid Chromatography/Mass Spectrometry and Diastereomeric Internal Standards

Lipopeptides promote innate immune response and are related to disease pathology. To investigate the newly emerging roles of lipopeptides, accurate measurements of stereoisomers with multiple chiral centers are essential yet challenging. This work uses (3R)- and (3S)-(15-methyl-3-((13-methyltetradecanoyl)oxy)hexadecanoyl)glycyl-l-serine, abbreviated as l-serine-(R+S)-Lipid 654, to develop a method that combines chiral liquid chromatography, a diastereomeric mixture of isotopically labeled internal standards, and multiple reaction monitoring mass spectrometry. The new method allows for simultaneously determining the absolute configuration and quantity of stereoisomers of bacteria-derived lipopeptides. Total lipid extracts of nine evaluated bacteria strains had different amounts, but only the (R)-isoform of l-serine-Lipid 654. The developed method also allowed for the first quantitative analysis of hydrolysis of a nonphospholipid as a novel substrate of honey bee venom phospholipase A2. (Graph Presented).

Revised structure and synthesis of flavolipin

The proposed structure of natural flavolipin was revised as N-[N-[(3R)- 15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]glycyl]-L-serine as a result of a synthetic study and biological activity tests, and its isomers synthesized in a stereocontrolled manner.

Revised structure of flavolipin and synthesis of its isomers

The proposed structure of natural flavolipin was revised as N-[N-[(3R)- 15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl/glycyl]-L-serine as a result of synthetic study and biological activity test.