15402

Boc-Dap-OH

≥98.0% (TLC)

• Synonym(s): (S)-2-[(tert-Butoxycarbonyl)amino]-3-aminopropionic acid, (S)-3-Amino-2-(tert-butoxycarbonyl)aminopropionic acid, (S)-3-Amino-2-(tert-butoxycarbonylamino)propanoic acid, 3-Amino-(tert-butoxycarbonyl)-L-alanine, Nα-BOC-(S)-β-aminoalanine, Nα-Boc-L-β-aminoalanine, N2-(tert-Butoxycarbonyl)-(S)-2,3-diaminopropionic acid, N2-tert-Butoxycarbonyl-L-2,3-diaminopropionic acid, N_α-Boc-L-2,3-diaminopropionic acid, Boc-Dpr-OH
• Empirical Formula (Hill Notation): C₈H₁₆N₂O₄
• CAS Number: 73259-81-1
• Molecular Weight: 204.22
• Beilstein: 4182136
• MDL number: MFCD00236843
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57647411
• NACRES: NA.22

Properties

• Assay: ≥98.0% (TLC)
• form: solid
• optical activity: [α]20/D +5.5±1°, c = 1% in methanol: water (1:1)
• reaction suitability: reaction type: Boc solid-phase peptide synthesis
• impurities: ~3% water
• mp: 210 °C (dec.)
• application(s): peptide synthesis
• SMILES string: CC(C)(C)OC(=O)N[C@@H](CN)C(O)=O
• InChI: 1S/C8H16N2O4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4,9H2,1-3H3,(H,10,13)(H,11,12)/t5-/m0/s1
• InChI key: KRJLRVZLNABMAT-YFKPBYRVSA-N

Description

Application

Reactant for:

• Protein assembly directed by synthetic molecular recognition motifs
• Solid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activities
• Synthesis of HCV protease inhibitor modified analogs
• Solid phase synthesis of peptidic V1a receptor agonists
• Directed peptide assembly at lipid-water interface

Other Notes

Monoprotected derivative of DAP; used e.g. in the synthesis of glucosamine synthase inhibitors, a myosin kinase inhibitor. Preparation of peptides with metal complexing groups.

Safety Information

• Storage Class Code: 11 - 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