914002
Fmoc-Asp(CSY)-OH
≥95%
别名:
(S,Z)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-carboxy-1-cyano-1-(dimethylsulfonio)but-1-en-2-olate, Asp with cyanosulfurylide (CSY)-protected carboxylic acid, Fmoc-protected aspartic acid for minimized aspartimide formation
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关于此项目
经验公式（希尔记法）:
C23H22N2O5S
化学文摘社编号:
分子量:
438.50
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
产品名称
Fmoc-Asp(CSY)-OH, ≥95%
InChI key
CHPQTODSRMIOQS-WCZGFUKNSA-N
InChI
1S/C23H22N2O5S/c1-31(2)21(12-24)20(26)11-19(22(27)28)25-23(29)30-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,18-19H,11,13H2,1-2H3,(H2-,25,26,27,28,29)/b21-20-/t19-/m0/s1
SMILES string
[S+](C)(C)\C(=C(/[O-])\C[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O)\C#N
assay
≥95%
form
powder
mp
157-162 °C
functional group
Fmoc
storage temp.
−20°C
Quality Level
Application
Fmoc-Asp(CSY)-OH is an Fmoc-protected aspartic acid residue developed in the Bode Lab that contains a cyanosulfurylide (CSY) as a carboxylic-acid protecting group that completely suppresses aspartimide formation in peptide synthesis, a long-standing challenge in peptide chemistry that occurs during Fmoc removal or peptide coupling and affects peptide yield and sequences. Amenable to SPPS, deprotection is achieved under aqueous conditions with electrophilic halogenating agents to convert the ylide to the free acid. Furthermore, the hydrophilic nature of the ylide protecting group improves overall peptide efficiency and solubility.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Kevin Neumann et al.
Nature communications, 11(1), 982-982 (2020-02-23)
Although peptide chemistry has made great progress, the frequent occurrence of aspartimide formation during peptide synthesis remains a formidable challenge. Aspartimide formation leads to low yields in addition to costly purification or even inaccessible peptide sequences. Here, we report an
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