914002
Fmoc-Asp(CSY)-OH
≥95%
동의어(들):
(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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크기 선택
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C23H22N2O5S
CAS 번호:
Molecular Weight:
438.50
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Quality Level
assay
≥95%
form
powder
mp
157-162 °C
functional group
Fmoc
storage temp.
−20°C
SMILES string
[S+](C)(C)\C(=C(/[O-])\C[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O)\C#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
InChI key
CHPQTODSRMIOQS-WCZGFUKNSA-N
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.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
국제 무역 품목 번호
| SKU | GTIN |
|---|---|
| 914002-1G | 04061842116157 |
| 914002-250MG | 04061842116164 |