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Merck

761524

Sigma-Aldrich

二苯并环辛炔-N-羟基琥珀酰亚胺酯

for Copper-free Click Chemistry

别名:

DBCO-NHS酯, DBCO-SE

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5 MG
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About This Item

经验公式(希尔记法):
C23H18N2O5
分子量:
402.40
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22

$146.00


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表单

solid

反应适用性

reaction type: click chemistry
reagent type: cross-linking reagent

mp

149-157 (decomposition)

官能团

NHS ester

储存温度

−20°C

SMILES字符串

O=C(CCC(ON(C(CC1)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C23H18N2O5/c26-20(13-14-23(29)30-25-21(27)11-12-22(25)28)24-15-18-7-2-1-5-16(18)9-10-17-6-3-4-8-19(17)24/h1-8H,11-15H2

InChI key

XCEBOJWFQSQZKR-UHFFFAOYSA-N

一般描述

DBCO-NHS 酯常用于生物偶联。它由NHS酯组成,NHS酯可以与生物分子上的伯胺和炔基反应,该炔基导致与含叠氮化物分子的特异性反应。该反应通过一种称为应变促进炔烃-叠氮化物环加成的无铜点击化学过程进行。[1]

应用

二苯并环辛炔- N -羟基琥珀酰亚胺酯常用于:
  • 通过将DBCO基团引入其表面进行抗体和链霉亲和素等生物分子的修饰和标记[2]
  • 作为交联剂使抗原在聚乳酸-乙醇酸共聚物(PLGA)的表面结合。 [3]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

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商品

无铜点击化学是点击化学的一种替代方法,可在较低的活化屏障下进行,且没有细胞毒性过渡金属催化剂。

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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