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Merck
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文件

15380

Sigma-Aldrich

N-(叔-叔丁氧羰基)-L-丙氨酸

≥99.0% (TLC), for peptide synthesis

别名:

N-(叔丁氧羰基)-L-丙氨酸, Boc-L-丙氨酸

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About This Item

线性分子式:
CH3CH[NHCO2C(CH3)3]CO2H
CAS号:
15761-38-3
分子量:
189.21
Beilstein:
1726365
EC號碼:
239-847-8
MDL號碼:
MFCD00037225
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
57647398
NACRES:
NA.22

product name

N-(叔-叔丁氧羰基)-L-丙氨酸, ≥99.0% (TLC)

化驗

≥99.0% (TLC)

光學活性

[α]20/D −25±1°, c = 2% in acetic acid

反應適用性

reaction type: Boc solid-phase peptide synthesis
reaction type: C-H Activation
reagent type: ligand
reaction type: Peptide Synthesis

mp

79-83 °C (lit.)

應用

peptide synthesis

官能基

amine
carboxylic acid

SMILES 字串

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

InChI

1S/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m0/s1

InChI 密鑰

QVHJQCGUWFKTSE-YFKPBYRVSA-N

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應用

Boc-Ala-OH可用于：
  • 制备N-炔丙基丙氨酸，其是生成N-（3-芳基）丙基丙氨酸残基的关键前体。
  • 解析3,3′-双（苄氧基）-1,1′-双萘-2,2′-二醇的外消旋混合物。
  • 通过一锅法合成同时包含酰胺和酰亚胺官能团的混合三肽模拟物。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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A facile one pot route for the synthesis of imide tethered peptidomimetics
Panduranga V, et al.
Organic & Biomolecular Chemistry, 14(2), 556-563 (2016)
Synthesis of N-(3-arylpropyl) amino acid derivatives by sonogashira types of reaction in aqueous media
Lopez-Deber MP, et al.
Organic Letters, 3(18), 2823-2826 (2001)
Convenient synthesis and efficient resolution of 3, 3′-bis (benzyloxy)-1, 1′-binaphthalene-2, 2′-diol
Tsubaki K, et al.
Tetrahedron Asymmetry, 14(10), 1393-1396 (2003)
Leila Quercini et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(1), 192-207 (2020-01-10)
The peptide sequence KKIRVRLSA was synthesized in a dimeric structure (SET-M33DIM) and evaluated as a candidate drug for infections due to multidrug-resistant (MDR) Gram-negative pathogens. SET-M33DIM showed significant antibacterial activity against MDR strains of Klebsiella pneumoniae, Acinetobacter baumannii, and Escherichia
Huang-Han Chen et al.
Analytica chimica acta, 865, 53-59 (2015-03-04)
Polydimethylsiloxane (PDMS) is widely used for microfabrication and bioanalysis; however, its surface functionalization is limited due to the lack of active functional groups and incompatibility with many solvents. We presented a novel approach for in situ fabrication of cleavable peptide
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