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Merck
CN

924075

NHS ester-a-TCO

别名:

(E)-N-Hydroxysuccinyl 2-(1-ax-hydroxycyclooct-4-en-1-yl)acetate, 2,5-Dioxopyrrolidin-1-yl (R,E)-2-(1-hydroxycyclooct-4-en-1-yl)acetate, Amine-reactive axial 5-hydroxy-trans-cyclooctene

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关于此项目

经验公式(希尔记法):
C14H19NO5
分子量:
281.30
UNSPSC Code:
12352108
NACRES:
NA.22
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Quality Segment

reaction suitability

reaction type: click chemistry, reactivity: amine reactive, reagent type: chemical modification reagent, reagent type: cross-linking reagent

functional group

NHS ester

storage temp.

−20°C

SMILES string

O[C@@]1(CC(ON2C(CCC2=O)=O)=O)CC/C=C/CCC1

InChI key

HKYXURAVXKJCHH-AWEZNQCLSA-N

Application

NHS ester-a-TCO is an axial trans-cyclooctene (a-TCO) for bioconjugation and protein labeling. NHS ester-a-TCO has an amine-reactive NHS ester, and the a-TCO reacts rapidly with tetrazines through Diels–Alder reactions, a type of bioorthogonal, copper-free click chemistry. As demonstrated by the Joe Fox lab in Pigga, et al, a-TCOs are more reactive and hydrophilic than standard TCOs, providing favorable physiochemical properties for live-cell and in vivo labeling.

Other new a-TCOs:
  • TAMRA-a-TCO (924083)
  • Alkyne-a-TCO (924091)
  • Amine-a-TCO (924113)


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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