83871-20-9

Basic information

• Product Name: (S)-N-hexadecanoylvaline
• CAS NO: 83871-20-9
• Molecular Weight: 355.561
• Mol File: 83871-20-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (S)-N-hexadecanoylvaline(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-hexadecanoylvaline(83871-20-9)
• EPA Substance Registry System: (S)-N-hexadecanoylvaline(83871-20-9)

Safety Data

• Hazardous Substances Data: 83871-20-9(Hazardous Substances Data)

Upstream product

• 4070-48-8 L-Valine methyl ester 
• 57-10-3 1-hexadecylcarboxylic acid 
• 72-18-4 L-valine 
• 112-67-4 n-hexadecanoyl chloride 
• 14464-31-4 palmitic acid N-succinimide ester 
• 6306-52-1 L-valine methylester hydrochloride 
• 214706-35-1 N-n-hexadecanoyl methyl (L)-valinate 
• 1492-30-4 4-nitrophenyl palmitate 

Downstream Products

• 1147761-52-1 C₃₀H₅₀N₂O₄ 

Relevant articles and documents

Organic compounds

A flavour composition comprising a compound according to the formula (I) or edible salts thereof, wherein R1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR2R3, in which R3 is H or together with R2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.

A systematic understanding of gelation self-assembly: solvophobically assisted supramolecular gelation via conformational reorientation across amide functionality on a hydrophobically modulated dipeptide based ambidextrous gelator, N-n-acyl-(l)Val-X(OBn), (X = 1,ω-amino acid)

A systematic investigation on gelation self-assembly has been performed on a hydrophobically modulated dipeptide based ambidextrous gelator, N-n-acyl-(l)Val-X(OBn), (X = 1,ω-amino acid). To elucidate the effect of hydrophobic tuning on gelator architecture towards its gelation self-assembly, three sets of gelators with a common formula: CmH2m+1C(=O)NH(l)Val(C=O)NH-(CH2)n-(C=O)OBn, were synthesized, Set-I includes gelators with n = 2, m = 9, 11, 13, 15, 17, for Set-II it is n = 2, 3, 5, m = 13 and Set-III comprises of two isomeric gelators (n = 2, m = 15; n = 10, m = 7). Gelation has been critically analyzed in various apolar (aromatic and aliphatic) and polar (protic and aprotic) solvents using FESEM, CD, IR, WAXRD and rheological studies. Obtained results reveal that π-π type interaction dictates the primary molecular alignment and positioning of amide functionality across the aliphatic chain which influences the peptidic orientation in parallel (when m > n) or antiparallel (when m gel and yield stress of gel systems increases with m, but for a given m, the trend goes apparently inverse with the increasing n. Circular dichroism (CD) studies suggest an intriguing evidence of non-planarity of amide plane during self-assembly, highlighting the involvement of conformational change taking place during molecular organization towards its gelation. Despite complex nature of solvent-gelator interaction, the effect of H-bonding component of solubility parameters was found to have a significant role on self-assembly. Overall, supramolecular forces acting at specific functionalities encrypted in gelator backbone must overcome the solvation energy with synergic assistance of solvophobic effect towards stabilization of gel-network with optimum gelator backbone conformation for achieving required enthalpic contribution for self-assembly.

The striking influence of SWNT-COOH on self-assembled gelation

A miniscule amount of f-SWNTs remarkably improved (～17-fold) the gelation efficiency of amphiphilic molecules by triggering the formation of interconnecting self-assembled fibrillar networks (SAFIN) in supramolecular gelation.