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Merck
CN

15385

Sigma-Aldrich

Boc-Ala-OSu

Synonym(s):

Boc-L-alanine N-succinimidyl ester, Boc-L-alanine hydroxysuccinimide ester

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About This Item

Empirical Formula (Hill Notation):
C12H18N2O6
CAS Number:
Molecular Weight:
286.28
Beilstein:
3560476
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22
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form

solid

optical activity

[α]20/D −52±3.5°, c = 2.5% in dioxane

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

161-165 °C

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

C[C@H](NC(=O)OC(C)(C)C)C(=O)ON1C(=O)CCC1=O

InChI

1S/C12H18N2O6/c1-7(13-11(18)19-12(2,3)4)10(17)20-14-8(15)5-6-9(14)16/h7H,5-6H2,1-4H3,(H,13,18)/t7-/m0/s1

InChI key

COMUWNFVTWKSDT-ZETCQYMHSA-N

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Application

Reactant involved in synthesis of:
  • Muramyldipeptide analogs via solid-phase synthesis
  • Microcin C analogs for use as antibacterials
  • Lipid I and nucleoside diphosphate peptide derivatives via N-methylimidazolium chloride catalyzed coupling
  • N-Protected dipeptide acids
  • Free and peptide-bound glycated amino acids for studies of interactions with human Caco-2 interstinal epithelial cell apical membrane transport proteins
  • 7-Substituted camptothecin conjugates with RGD-peptides as avβ3 integrin ligands

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

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