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Merck
CN

L3900

Sigma-Aldrich

Lauric acid N-hydroxysuccinimide ester

≥98% (TLC)

Synonym(s):

Succinimidyl laurate

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About This Item

Empirical Formula (Hill Notation):
C16H27NO4
CAS Number:
Molecular Weight:
297.39
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25
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Assay

≥98% (TLC)

lipid type

saturated FAs

storage temp.

−20°C

SMILES string

CCCCCCCCCCCC(=O)ON1C(=O)CCC1=O

InChI

1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-10-11-16(20)21-17-14(18)12-13-15(17)19/h2-13H2,1H3

InChI key

LRKGVVJOUNKTGG-UHFFFAOYSA-N

Biochem/physiol Actions

Lauric acid N-hydroxysuccinimide ester may be used for the synthesis of N-acylamino acids and lipidization of polypeptides or other applications that use N-hydroxysuccinimide ester conjugation chemistry.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Y Lapidot et al.
Journal of lipid research, 8(2), 142-145 (1967-03-01)
Several crystalline N-hydroxysuccinimide esters of short- and long-chain fatty acids have been synthesized. These compounds react with free amino acids to form preferentially N-acylamino acids. The reaction of the N-hydroxysuccinimide esters with hydroxylamine and the behavior of the N-acylamino acids
H M Ekrami et al.
FEBS letters, 371(3), 283-286 (1995-09-11)
A novel method allowing the conjugation of a fatty acid to a peptide or protein in aqueous buffer is described in this paper. L-Cysteinyl 2-pyridyl disulfide (CPD) (III), which was obtained by reacting L-cysteine (I) with 2,2-dithiopyridine (II), was reacted
Lipidization of human interferon-α: a new approach toward improving the delivery of protein drugs.
Yuan L, Wang J, Shen WC.
J. Controlled Release, 129, 11-17 (2008)

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