58689
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:
Molecular Weight:
191.25
MDL number:
UNSPSC Code:
12000000
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
grade
for chiral derivatization
Quality Level
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.
N-Isobutyryl-D-cysteine is a chiral thiol mostly used in precolumn orthophthaldehyde (OPA) derivatization of amino acids.
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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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
Handbook of HPLC
Danilo Corradini
Science, 715-715 (2011)
Haiqing Liang et al.
Physical chemistry chemical physics : PCCP, 12(17), 4431-4434 (2010-04-22)
All-atomistic molecular dynamics simulations with explicit water solution are performed to investigate the interaction between single-stranded DNA (ssDNA) molecules and chiral N-isobutyryl-cysteine (NIBC) molecule coated Au surfaces. Different contributions to the force exerted on ssDNA are analyzed. It turns out
A Ekberg-Jansson et al.
The European respiratory journal, 13(4), 829-834 (1999-06-11)
N-isobutyrylcysteine (NIC), a new thiol compound that is not rapidly hydrolysed to give higher levels of free thiols in the body than N-acetylcysteine (NAC), was used to test if the effect of NAC on exacerbations in chronic bronchitis was an
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