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58689

Supelco

N-Isobutyryl-D-cysteine

for chiral derivatization, LiChropur™, ≥97.0%

Synonym(s):

N-(2-Methylpropionyl)-D-cysteine

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About This Item

Linear Formula:
HSCH2CH[NHCOCH(CH3)2]CO2H
CAS Number:
124529-07-3
Molecular Weight:
191.25
MDL number:
MFCD00155641
UNSPSC Code:
12000000
eCl@ss:
32160406
PubChem Substance ID:
329758446
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™

mp

97-101 °C (lit.)
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-/m1/s1

InChI key

BWBQXMAXLAHHTK-RXMQYKEDSA-N

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General description

It was used for derivatization of amino acid mixtures of OPA during HPLC analysis of L- and D-amino acids in plants.[1]
N-Isobutyryl-D-cysteine is a chiral thiol mostly used in precolumn orthophthaldehyde (OPA) derivatization of amino acids.[2]

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Legal Information

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

Storage Class Code

13 - Non Combustible Solids

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBS2528V

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Handbook of HPLC
Danilo Corradini
Science, 715-715 (2011)
Chromatographic determination of L- and D-amino acids in plants.
Bruckner H and Westhauser T.
Amino Acids, 24 (1-2), 43-55 (2003)
Cyrille Gautier et al.
Journal of the American Chemical Society, 128(34), 11079-11087 (2006-08-24)
We have prepared gold nanoparticles covered with N-isobutyryl-l-cysteine and N-isobutyryl-d-cysteine, respectively. These particles with a mean particle size smaller than 2 nm are highly soluble in water and are amenable to chiroptical techniques such as vibrational circular dichroism (VCD) and
Stereospecific interaction between immune cells and chiral surfaces.
Taolei Sun et al.
Journal of the American Chemical Society, 129(6), 1496-1497 (2007-02-08)
Hui Gan et al.
Angewandte Chemie (International ed. in English), 48(29), 5282-5286 (2009-03-25)
The right fit: Plasmid DNA molecules show chirality-dependent interaction with gold surfaces modified by L and D N-isobutyrylcysteine. Relaxed DNA molecules have a stronger interaction and adsorption on the L surface, while their counterparts on the D surface maintain a
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