773069
Fmoc-N-Me-Cys(Trt)-OH
97% (HPLC)
别名:
N-α-Fmoc-N-α-methyl-S-trityl-L-cysteine
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关于此项目
经验公式（希尔记法）:
C38H33NO4S
化学文摘社编号:
分子量:
599.74
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.26
产品名称
Fmoc-N-Me-Cys(Trt)-OH, 97% (HPLC)
assay
97% (HPLC)
SMILES string
S(C[C@H](N(C)C(=O)OCC4c5c(cccc5)c6c4cccc6)C(=O)O)C(c3ccccc3)(c2ccccc2)c1ccccc1
InChI
1S/C38H33NO4S/c1-39(37(42)43-25-34-32-23-13-11-21-30(32)31-22-12-14-24-33(31)34)35(36(40)41)26-44-38(27-15-5-2-6-16-27,28-17-7-3-8-18-28)29-19-9-4-10-20-29/h2-24,34-35H,25-26H2,1H3,(H,40,41)/t35-/m0/s1
InChI key
RAKOPMQMPUNRGI-DHUJRADRSA-N
form
powder or crystals
optical activity
[α]22/D -25.0°, c = 0.5% in dichloromethane
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
mp
234-239 °C
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
2-8°C
Quality Level
Application
Fmoc-N-Me-Cys(Trt)-OH is a Fmoc-protected derivative of N-methyl cysteine used as a building block to prepare peptide thioesters under acidic conditions. The residue attached to the amino group of N-methylcysteine can migrate to the cysteinyl thiol group, resulting in the formation of a peptide thioester. The introduction of this Fmoc-protected derivative is best achieved using HATU as a coupling reagent in the presence of DIPEA (N, N-Diisopropylethylamine).
It can also be used to prepare Fmoc-N-Me-Cys(Trt)-OAllyl intermediate for the solid-phase synthesis of dithiol Triostin A.
It can also be used to prepare Fmoc-N-Me-Cys(Trt)-OAllyl intermediate for the solid-phase synthesis of dithiol Triostin A.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Ganesh A Sable et al.
The Journal of organic chemistry, 80(15), 7486-7494 (2015-07-15)
Triostin A is a symmetric bicyclic depsipeptide with very potent antitumoral activity because of its bisintercalation into DNA. In this study, we report a new synthetic strategy that exploits a structural symmetry of triostin A. First, we prepared a novel
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