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Merck
CN

15420

Sigma-Aldrich

N-(叔丁氧羰基)甘氨酰胺

≥99.0% (T), for peptide synthesis

别名:

N-(叔丁氧羰基)甘氨酸, BOC-甘氨酸

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About This Item

线性分子式:
(CH3)3COCONHCH2COOH
CAS号:
分子量:
175.18
Beilstein:
1101514
EC 号:
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.22

产品名称

N-(叔丁氧羰基)甘氨酰胺, ≥99.0% (T)

质量水平

方案

≥99.0% (T)

表单

powder or crystals

反应适用性

reaction type: Boc solid-phase peptide synthesis

灼烧残渣

≤0.05%

mp

86-89 °C (lit.)
86-89 °C

应用

peptide synthesis

SMILES字符串

CC(C)(C)OC(=O)NCC(O)=O

InChI

1S/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)

InChI key

VRPJIFMKZZEXLR-UHFFFAOYSA-N

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应用

Boc-Gly-OH可用于:
  • 肽化学中通过酯化反应合成N-Boc氨基酸酯。
  • 合成三肽H-Gly-Pro-Glu-OH,其是一种神经保护药的类似物。
  • 作为腙和靛蓝烯丙基化的促进剂。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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分析证书(COA)

Lot/Batch Number

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Ceric ammonium nitrate (CAN) mediated esterification of N-Boc amino acids allows either retention or removal of the N-Boc group.
Kuttan A, et al.
Tetrahedron Letters, 45(12), 2663-2665 (2004)
Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure-activity relationships.
De Diego SAA, et al.
Bioorganic & Medicinal Chemistry Letters, 15(9), 2279-2283 (2005)
N-Boc-glycine-assisted indium-mediated allylation reaction: a sustainable approach.
Vemula SR, et al.
Tetrahedron Letters, 56(23), 3322-3325 (2015)
Klaus Schmidt-Rohr et al.
Journal of the American Chemical Society, 125(19), 5648-5649 (2003-05-08)
A new magic-angle spinning NMR method for measuring internuclear distances between a 13C-labeled site and amide protons is described. The magnetization of the protons evolves under homonuclear decoupling and the recoupled 13C-1H dipolar interaction, which provides simple spin-pair REDOR curves
L Varga et al.
Hepato-gastroenterology, 27(2), 146-149 (1980-04-01)
The catabolism of the 14C-labelled pentagastrin was investigated in rats. The following results were found: -- the labelled BOC-glycine fragment is split off the pentagastrin in the small intestine -- it is absorbed through the intestinal wall, and -- enters

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