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Chemical Structure| 73-32-5 Chemical Structure| 73-32-5
Chemical Structure| 73-32-5

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CAS No.: 73-32-5

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L-Isoleucine is a nonpolar hydrophobic amino acid, can be used in capillary feeder (CAFE) assay to determine the consumption of amino acids by Drosophila melanogaster, as well as a supplement for synthetic complete (SC) media.

Synonyms: Ile; isoleucine; L-Isoleucine

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Martina Lioi ; Sara Tengattini ; Roberto Gotti ; Francesca Bagatin ; Stefano Galliani ; Gabriella Massolini , et al.

Abstract: During collagen biosynthesis, proline is post-translationally converted to hydroxyproline by specific enzymes. This amino acid, unique to collagen, plays a crucial role in stabilizing the collagen triple helix structure and could serve as an important biomarker for collagen content and quality analysis. Hydroxyproline has four isomers, depending on whether proline is hydroxylated at position 4 or 3 and on whether the cis- or trans- conformation is formed. Moreover, as extensive hydrolysis of collagen is required for its amino acid analysis, epimerization may also occur, although to a lesser extent, giving a total of eight possible isomers. The aim of the present study was to develop a reversed-phase high-performance liquid chromatography-UV-mass spectrometry (RPLC-UV-MS) method for the separation and quantification of all eight hydroxyproline isomers. After the chiral derivatization of the hydroxyproline isomers with Nα-(2,4-dinitro-5-fluorophenyl)-L-valinamide (L-FDVA), to enable their UV detection, the derivatized diastereoisomers were separated by testing different C18 column technologies and morphologies and optimizing operative conditions such as the mobile phase composition (solvent, additives), elution mode, flow rate and temperature. Baseline resolution of all eight isomers was achieved on a HALO? ES-C18 reversed-phase column (150×1.5 mm, 2.7 μm, 160 ?) using isocratic elution and MS-compatible mobile phase. The optimized method was validated for the quantification of hydroxyproline isomers and then applied to different collagen hydrolysates to gain insight and a deeper understanding of hydroxyproline abundances in different species (human, chicken) and sources (native, recombinant).

Keywords: Collagen ; Amino acid analysis ; Hydroxyproline isomers ; Recombinant collagen ; Reverse phase chromatography ; Mass spectrometry

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Product Details of H-Ile-OH

CAS No. :73-32-5
Formula : C6H13NO2
M.W : 131.17
SMILES Code : N[C@@H]([C@@H](C)CC)C(O)=O
Synonyms :
Ile; isoleucine; L-Isoleucine
MDL No. :MFCD00064222
InChI Key :AGPKZVBTJJNPAG-WHFBIAKZSA-N
Pubchem ID :6306

Safety of H-Ile-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338
 

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