15386
Boc-Asp(OBzl)-OH
≥99.0% (sum of enantiomers, HPLC)
别名:
N-(叔丁氧羰基)-L-天冬氨酸-4-苄酯, Boc-L-天冬氨酸-4-苄酯
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关于此项目
线性分子式:
C6H5CH2OCOCH2CH(COOH)NHCOOC(CH3)3
化学文摘社编号:
分子量:
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
产品名称
Boc-Asp(OBzl)-OH, ≥99.0% (sum of enantiomers, HPLC)
InChI key
SOHLZANWVLCPHK-LBPRGKRZSA-N
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
SMILES string
[H][C@@](CC(=O)OCc1ccccc1)(NC(=O)OC(C)(C)C)C(O)=O
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
Quality Level
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存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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)
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
Tomohisa Sawada et al.
Nature communications, 10(1), 5687-5687 (2019-12-14)
Cavity creation is a key to the origin of biological functions. Small cavities such as enzyme pockets are created simply through liner peptide folding. Nature can create much larger cavities by threading and entangling large peptide rings, as learned from
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