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D-Leucine

CAS 328-38-1 ≥98%

D-Leucine | CAS 328-38-1 | ≥98%

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Technical Specifications

CAS Number 328-38-1
EC / EINECS Number 206-327-7
MDL Number MFCD00063088
RTECS Number OH2840000
SMILES CC(C)C[C@H](C(=O)O)N
InChI InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1
InChIKey ROHFNLRQFUQHCH-RXMQYKEDSA-N
PubChem CID 439524
Molecular Formula C6H13NO2
Molecular Weight 131.17 g/mol
Melting Point >300 °C (dec.)
Solubility Soluble in water; freely soluble in dilute hydrochloric acid
Purity ≥98%
Physical Form White crystalline powder
HS Code 2922.49
Country of Origin Finland
Shelf Life Retest period: 36 months from date of manufacture
Storage Conditions Store in a cool, dry place in a tightly sealed container

Product Description & Scientific Applications

D-Leucine (D-α-aminoisocaproic acid) is a branched-chain D-amino acid used as a chiral building block in research peptide synthesis and as a substrate in D-amino-acid metabolism and oxidase-assay studies. The compound is supplied as a white crystalline powder, moderately soluble in water and soluble in dilute acids. Fmoc-, Boc-, Cbz-, and N-acetyl-D-leucine derivatives are widely used when protected D-leucine residues are required for peptide or small-molecule synthesis.

Applications:

  • D-peptide synthesis: Incorporated into research peptides as a hydrophobic branched-chain D-residue to increase resistance to proteolysis and alter stereochemical recognition. Useful in mirror-image peptide design, all-D peptide libraries, and proteolytically stable analogues of natural sequences used in receptor-recognition, membrane-interaction, and structure–activity studies.
  • D-amino acid oxidase and D-amino-acid metabolism studies: Used as a neutral hydrophobic D-amino-acid substrate in assays of D-amino acid oxidase and related D-amino-acid-metabolising enzymes. DAAO catalyses oxidative deamination of many neutral D-amino acids to the corresponding imino/keto acids with production of ammonia and hydrogen peroxide, making D-leucine useful in substrate-specificity, enzyme-engineering, and analytical oxidase-assay workflows.
  • Biofilm and bacterial cell-wall research: Used in microbial-community studies investigating D-amino-acid-triggered biofilm inhibition and disassembly. D-leucine is one of the D-amino acids reported in biofilm-disassembly mixtures that affect bacterial matrix stability and release amyloid fibres linking cells in the biofilm, with documented effects in Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa.
  • Chiral separation and enantiomeric analysis reference: Employed as a D-amino-acid standard in HPLC, ligand-exchange chromatography, and capillary electrophoresis methods developed for separation, detection, and quantification of D- and L-amino acid enantiomers in biological, food, fermentation, and analytical quality-control samples.
  • Chiral-pool and peptidomimetic synthesis: Used as a stereochemically defined branched-chain amino acid for preparing protected D-leucine derivatives, peptidomimetics, and chiral small-molecule intermediates where the D-configuration and hydrophobic isobutyl side chain are used to tune conformation, solubility, and molecular recognition.

Shipping Destinations

  • EU & UK: Priority delivery, 2–5 business days.
  • United States (DDP): 3–7 business days, duties and taxes prepaid.
  • EFTA Countries (DDP): 3–7 business days, duties and taxes prepaid.
  • Worldwide: 7–14 business days, selected locations.

Safety Information

Hazard Class Not regulated for transport
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)

Documentation

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