47625
芴甲氧羰酰-色氨酸
≥98.0% (HPLC), for peptide synthesis
别名:
芴甲氧羰基-L-谷氨酸 5-叔丁酯
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关于此项目
经验公式（希尔记法）:
C24H27NO6
化学文摘社编号:
分子量:
425.47
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
276-253-8
MDL number:
Beilstein/REAXYS Number:
3636375
产品名称
芴甲氧羰酰-色氨酸, ≥98.0% (HPLC)
InChI
1S/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28)/t20-/m0/s1
InChI key
OTKXCALUHMPIGM-FQEVSTJZSA-N
SMILES string
CC(C)(C)OC(=O)CC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
assay
≥98.0% (HPLC)
form
powder
optical activity
[α]20/D −5.0±2.0°, c = 1% in acetic acid: water (4:1)
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
impurities
~4% water
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
2-8°C
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Application
Fmoc-Glu(OtBu)-OH（氧羰基-L-谷氨酸 5-叔-丁酯）可用于：
还可用作基本构成要素制备钉状α-螺旋肽和肽C-端硫代酸酯。
- 配体，以使用Pd催化剂通过环丙烷酰胺C-H活化反应合成顺式取代环丙烷羧酸。
- 多小分子共轭PTX（紫杉醇）衍生物制备中的连接剂。
还可用作基本构成要素制备钉状α-螺旋肽和肽C-端硫代酸酯。
General description
Fmoc-Glu(OtBu)-OH 被广泛用于肽合成中保护胺基的合成嵌段。
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)
Pd (II)-catalyzed enantioselective C-H activation of cyclopropanes
Wasa M, et al.
Journal of the American Chemical Society, 133(49), 19598-19601 (2011)
Stapled α-helical peptide drug development: A potent dual inhibitor of MDM2 and MDMX for p53-dependent cancer therapy
Chang YS, et al.
Proceedings of the National Academy of Sciences of the USA, 110(36), E3445-E3454 (2013)
Synthesis of peptides from alpha-and beta-tubulin containing glutamic acid side-chain linked oligo-glu with defined length
Tegge W, et al.
International Journal of Peptides, 2010 (2010)
Solid phase synthesis of peptide C-terminal thioesters by Fmoc/t-Bu chemistry
Ingenito R, et al.
Journal of the American Chemical Society, 121(49), 11369-11374 (1999)
Linda C Weiss et al.
Nature chemical biology, 14(12), 1133-1139 (2018-11-16)
Infochemicals play important roles in aquatic ecosystems. They even modify food web interactions, such as by inducing defenses in prey. In one classic but still not fully understood example, the planktonic freshwater crustacean Daphnia pulex forms specific morphological defenses (neckteeth)
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