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Supelco

N-Isobutyryl-L-cysteine

for chiral derivatization, LiChropur™, ≥97.0%

Synonym(s):

N-(2-Methylpropionyl)-L-cysteine

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About This Item

Empirical Formula (Hill Notation):
C7H13NO3S
CAS Number:
124529-02-8
Molecular Weight:
191.25
MDL number:
MFCD00155635
UNSPSC Code:
12000000
eCl@ss:
32160406
PubChem Substance ID:
329758450
NACRES:
NA.22

grade

for chiral derivatization

Quality Level

100

product line

ChiraSelect™

Assay

≥97.0% (RT)
≥97.0%

form

solid

optical purity

enantiomeric ratio: ≥99.5:0.5 (HPLC)

quality

LiChropur™

technique(s)

HPLC: suitable

mp

97-101 °C

storage temp.

2-8°C

SMILES string

CC(C)C(=O)N[C@@H](CS)C(O)=O

InChI

1S/C7H13NO3S/c1-4(2)6(9)8-5(3-12)7(10)11/h4-5,12H,3H2,1-2H3,(H,8,9)(H,10,11)/t5-/m0/s1

InChI key

BWBQXMAXLAHHTK-YFKPBYRVSA-N

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General description

N-Isobutyryl-L-cysteine is a chiral derivatizing agent, widely used for the separation of amino acid enantiomers.

Application

N-Isobutyryl-L-cysteine may be used as a chiral derivatization agent for the determination of D- and L-amino acids in natural/synthetic bioactive peptides, pharmaceutical formulations and absolute configuration of selenomethionine using chromatography techniques.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Chiral derivatizing agent employed in the assay of the enantiomeric purity of amino acids with OPA

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Legal Information

ChiraSelect is a trademark of Sigma-Aldrich Co. LLC
LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M.A. Blaskovich et al.
Journal of the American Chemical Society, 115, 5021-5021 (1993)
Liquid chromatographic determination of d-and l-amino acids by derivatization with o-phthaldialdehyde and N-isobutyryl-l-cysteine applications with reference to the analysis of peptidic antibiotics, toxins, drugs and pharmaceutically used amino acids
Bruckner H, et al.
Journal of Chromatography A, 711(1), 201-215 (1995)
H. Bruckner et al.
Journal of Chromatography A, 666, 259-259 (1994)
H Brückner et al.
Journal of chromatography, 476, 73-82 (1989-08-04)
The enantioseparation of standard mixtures composed of protein DL-amino acids was performed by reversed-phase high-performance liquid chromatography of the corresponding diastereomeric isoindolyl derivatives, formed by automated precolumn derivatization with o-phthaldialdehyde (OPA) and a series of N-acyl-L-cysteines(Acyl-Cys). A photodiode-array detector, operating
Yuta Mutaguchi et al.
Frontiers in microbiology, 9, 1540-1540 (2018-07-31)
Isoleucine 2-epimerase (ILEP) is a novel branched-chain amino acid racemase isolated from Lactobacillus buchneri. In this study, we examined production of free d-branched-chain amino acids such as d-valine, d-leucine, and d-allo-isoleucine, using lactic acid bacteria carrying homologs to ILEP. Twelve
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