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Merck

762040

Sigma-Aldrich

二苄环辛基-磺基-N-羟基琥珀酰亚胺酯

for Copper-free Click Chemistry

别名:

DBCO-磺基-NHS 酯, DBCO-磺基-SE

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1 MG
$62.00
5 MG
$207.00
50 MG
$644.00

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1 MG
$62.00
5 MG
$207.00
50 MG
$644.00

About This Item

经验公式(希尔记法):
C25H21N2NaO8S
分子量:
532.50
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22

$62.00


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方案

≥90.0 %

表单

solid

反应适用性

reaction type: click chemistry
reagent type: linker

沸点

30 -100 °C

mp

240-260 °C

溶解性

water: soluble at 20 °C

储存温度

−20°C

SMILES字符串

O=C(CCCCC(ON(C(CC1S(=O)(O[Na])=O)=O)C1=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4

InChI

1S/C25H22N2O8S.Na/c28-22(11-5-6-12-24(30)35-27-23(29)15-21(25(27)31)36(32,33)34)26-16-19-9-2-1-7-17(19)13-14-18-8-3-4-10-20(18)26;/h1-4,7-10,21H,5-6,11-12,15-16H2,(H,32,33,34);/q;+1/p-1

InChI key

QXKHPYSXPCJSPR-UHFFFAOYSA-M

应用

水溶性琥珀酰亚胺酯/NHS 功能化环辛炔衍生物,用于将环辛炔基团掺入含胺化合物或生物分子。环辛烯在促进无铜叠氮炔环加成反应中是有用的。这种二苯并环辛炔将与叠氮官能化化合物或生物分子反应,而不需要 Cu (I) 催化剂产生稳定的三唑键。
在合成刺激响应 DNA 门控 (NMOF) 过程中,二苯并环辛基磺酸 N-羟基琥珀酰亚胺酯可用于通过点击化学使用核酸对纳米金属有机框架 (NMOF) 进行共价修饰。这些 NMOF 可以作为荧光剂或抗癌药的载体,使其在靶向释药系统中非常有用。[1]

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)

Lot/Batch Number

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访问文档库

Tethering Growth Factors to Collagen Surfaces Using Copper-free Click Chemistry: Surface Characterization and In Vitro Biological Response.
Lee HJ, et al.
ACS Applied Materials & Interfaces, 9(28), 23389-23399 (2017)
Longyi Zhu et al.
Chemical science, 9(9), 2559-2566 (2018-05-08)
Aggregation-induced emission (AIE) can be generated due to the restriction of intramolecular motions. The controllable assembly of fluorogens with AIE properties (AIEgens) is able to provide a new opportunity for precise manipulation of fluorescent signal transduction. Here, a tetrapod DNA
Instructing cells with programmable peptide DNA hybrids.
Freeman R, et al.
Nature Communications, 8 (2017)
Chen Chen et al.
Small (Weinheim an der Bergstrasse, Germany), 15(43), e1901014-e1901014 (2019-09-04)
Exosomes are endosome-derived vesicles enriched in body fluids such as urine, blood, and saliva. So far, they have been recognized as potential biomarkers for cancer diagnostics. However, the present single-variate analysis of exosomes has greatly limited the accuracy and specificity
ATP?Responsive Aptamer?Based Metal?Organic Framework Nanoparticles (NMOFs) for the Controlled Release of Loads and Drugs.
Chen WH, et al.
Advances in Functional Materials (2017)

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.

Questions

1–3 of 3 Questions  
  1. how stable would be a 10 mM stock in PBS/Water? Thank you

    1 answer
    1. The stability of this product in a 10 mM stock solution in PBS/water has not been tested. It is advisable to conduct preliminary stability assessments before further use.

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

    1 answer
    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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