15386
Boc-Asp(OBzl)-OH
≥99.0% (sum of enantiomers, HPLC)
Synonym(s):
N-(tert-Butoxycarbonyl)-L-aspartic acid 4-benzyl ester, Boc-L-aspartic acid 4-benzyl ester
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About This Item
Linear Formula:
C6H5CH2OCOCH2CH(COOH)NHCOOC(CH3)3
CAS Number:
Molecular Weight:
323.34
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
231-406-8
MDL number:
Beilstein/REAXYS Number:
2064127
assay
≥99.0% (sum of enantiomers, HPLC)
optical activity
[α]20/D −20.0±1°, c = 2% in DMF
reaction suitability
reaction type: Boc solid-phase peptide synthesis
mp
98-102 °C (lit.)
application(s)
peptide synthesis
SMILES string
[H][C@@](CC(=O)OCc1ccccc1)(NC(=O)OC(C)(C)C)C(O)=O
InChI
1S/C16H21NO6/c1-16(2,3)23-15(21)17-12(14(19)20)9-13(18)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m0/s1
InChI key
SOHLZANWVLCPHK-LBPRGKRZSA-N
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Nicole Niklas et al.
Dalton transactions (Cambridge, England : 2003), (1)(1), 154-162 (2006-12-13)
The amino acid derivative Boc-Asp-OBzl (Boc=N-butyloxycarbonyl; Asp=aspartic acid; Bzl=benzyl) was functionalized by coupling its carboxylate side chain to dipicolylamine. This yielded the tridentate nitrogen donor ligand Boc-Asp(Dpa)-OBzl (-OBzl). The compound -OBzl contains three different carbonyl groups: a tertiary amide linkage
J J McTigue et al.
The Journal of biological chemistry, 259(7), 4272-4278 (1984-04-10)
The rat liver microsomal vitamin K-dependent carboxylase has been shown to carboxylate the aspartyl residue in N alpha-t-butyloxycarbonylaspartic acid alpha-benzyl ester to a beta-carboxyaspartyl residue. The enzyme also carboxylates aspartyl residues in low molecular weight peptides to beta-carboxyaspartyl residues, but
Vitamin K1 dependent carboxylase: beta-carboxylation of t-butyloxycarbonylaspartic acid alpha-benzyl ester.
S E Hamilton et al.
Biochemical and biophysical research communications, 107(1), 246-249 (1982-07-16)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 15386-25G | 04061838741196 |
| 15386-5G | 04061838741202 |