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Merck
CN

47633

Sigma-Aldrich

N-(9-芴甲氧羰基)-L-亮氨酸

≥97.0%

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别名:
N-(9-芴甲氧羰基)-L-亮氨酸, Fmoc-L-亮氨酸
经验公式(希尔记法):
C21H23NO4
CAS号:
分子量:
353.41
Beilstein:
2178254
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.26

质量水平

检测方案

≥97.0%

旋光性

[α]20/D −25±2°, c = 1% in DMF

反应适用性

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

mp

152-156 °C (lit.)
152-156 °C

应用

peptide synthesis

官能团

Fmoc
amine
carboxylic acid

储存温度

2-8°C

SMILES字符串

CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

InChI

1S/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/t19-/m0/s1

InChI key

CBPJQFCAFFNICX-IBGZPJMESA-N

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应用

Fmoc-Leu-OH可用作合成反应剂:
  • 通过与功能化α-氨基酸盐酸盐反应合成寡肽。
  • 环酯Sansalvamide A,这是在海洋真菌中发现的一种天然产物。
  • Streptocidin A−D,放线菌Tü 6071中天然存在的十肽抗生素。
  • 酰基二肽酰胺,可用于化妆品应用。

生化/生理作用

可诱导胰岛素敏感化,但不能诱导脂肪生成的 PPARγ 配体。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Journal of biomolecular NMR, 69(2), 53-67 (2017-09-16)
For evaluating the pressure responses of folded as well as intrinsically unfolded proteins detectable by NMR spectroscopy the availability of data from well-defined model systems is indispensable. In this work we report the pressure dependence of
Facile solid-phase synthesis of cyclic decapeptide antibiotic streptocidins A-D
Qin C, et al.
Tetrahedron Letters, 45(1), 217-220 (2004)
Zhimou Yang et al.
Chemical communications (Cambridge, England), (35)(35), 4414-4416 (2005-09-02)
Two types of therapeutic agents, which have discrete yet complementary functions, self-assemble into nanofibers in water to formulate a new supramolecular hydrogel as a self-delivery biomaterial to reduce the toxicity of uranyl oxide at the wound sites.
Franziska Thomas et al.
Biochemistry, 56(50), 6544-6554 (2017-11-23)
Coiled coils (CCs) are among the best-understood protein folds. Nonetheless, there are gaps in our knowledge of CCs. Notably, CCs are likely to be structurally more dynamic than often considered. Here, we explore this in an abundant class of CCs
Rapid, high-yield, solid-phase synthesis of the antitumor antibiotic sansalvamide A using a side-chain-tethered phenylalanine building block
Lee Y and Silverman RB
Organic Letters, 2(23), 3743-3746 (2000)

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