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Merck
CN

58698

N-Isobutyryl-L-cysteine

derivatization grade (chiral), 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
UNSPSC Code:
23151816
eCl@ss:
32160406
PubChem Substance ID:
329758450
NACRES:
NA.22
MDL number:
MFCD00155635

Key Documents

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Product Name

N-Isobutyryl-L-cysteine, derivatization grade (chiral), LiChropur™, ≥97.0%

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

grade

derivatization grade (chiral)

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

Quality Level

100

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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.

General description

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

Other Notes

Chiral derivatizing agent employed in the assay of the enantiomeric purity of amino acids with OPA
Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH3684
BCCB8997
BCBW1276
BCBQ4564V

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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)
Application of chiral derivatizing agents in the high-performance liquid chromatographic separation of amino acid enantiomers: a review
Ilisz L, et al.
Journal of Pharmaceutical and Biomedical Analysis, 47(1), 1-15 (2008)
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
H. Bruckner et al.
Journal of Chromatography A, 666, 259-259 (1994)
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