BCN-PEG4-NHS ester - CAS 1702356-19-1

BCN-PEG4-NHS ester - CAS 1702356-19-1 Catalog number: BADC-00415

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BCN-endo-PEG4-NHS is an ADC Linker containing 4 PEG units.

Category
ADCs Linker
Product Name
BCN-PEG4-NHS ester
CAS
1702356-19-1
Catalog Number
BADC-00415
Molecular Formula
C26H38N2O10
Molecular Weight
538.59
Purity
≥98%

Ordering Information

Catalog Number Size Price Quantity
BADC-00415 50 mg $629 Inquiry
Description
BCN-endo-PEG4-NHS is an ADC Linker containing 4 PEG units.
Synonyms
BCN-endo-PEG4-NHS; BCN-endo-PEG4-SPA; BCN-exo-PEG4-NHS; rel-2,5-Dioxopyrrolidin-1-yl 1-((1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-yl)-3-oxo-2,7,10,13,16-pentaoxa-4-azanonadecan-19-oate
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[[(1S,8R)-9-bicyclo[6.1.0]non-4-ynyl]methoxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
C1CC2C(C2COC(=O)NCCOCCOCCOCCOCCC(=O)ON3C(=O)CCC3=O)CCC#C1
InChI
InChI=1S/C26H38N2O10/c29-23-7-8-24(30)28(23)38-25(31)9-11-33-13-15-35-17-18-36-16-14-34-12-10-27-26(32)37-19-22-20-5-3-1-2-4-6-21(20)22/h20-22H,3-19H2,(H,27,32)/t20-,21+,22?
InChIKey
MFQCOKMBYCIQEJ-CBQGHPETSA-N
Density
1.28±0.1 g/cm3
Appearance
Soild powder
Shipping
Room temperature
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.

BCN-PEG4-NHS ester, a versatile bifunctional crosslinking reagent, plays a pivotal role in bioconjugation and chemical biology. Explore its diverse applications presented with a high degree of perplexity and burstiness:

Protein Labeling: An indispensable tool for scientists, BCN-PEG4-NHS ester is harnessed for the covalent attachment of fluorescent dyes, enzymes, or other biomolecules to proteins. This strategic modification facilitates in-depth exploration of protein dynamics, localization, and interactions through cutting-edge techniques like fluorescence microscopy. The conjugation with BCN-PEG4-NHS ester not only ensures the preservation of biological activity but also enhances the solubility of the labeled proteins, opening new avenues in protein research.

Drug Delivery Systems: Enter the realm of targeted drug delivery systems empowered by BCN-PEG4-NHS ester. By conjugating drugs with specific targeting ligands, such as antibodies or peptides, using this versatile reagent, researchers orchestrate precise delivery of therapeutic agents to designated cells or tissues. This tailored approach not only amplifies the drug’s efficacy but also mitigates off-target effects.

Surface Modification: Witness the transformative power of BCN-PEG4-NHS ester in surface functionalization of nanoparticles, biomaterials, and sensors. The innate chemical groups of this reagent facilitate seamless covalent attachment of biomolecules, elevating the biocompatibility and functionality of the modified surfaces. This pivotal role is instrumental in crafting cutting-edge biosensors, medical implants, and diagnostic devices that boast enhanced performance and reliability.

Click Chemistry: Step into the realm of bio-orthogonal ‘click’ chemistry reactions, where BCN-PEG4-NHS ester shines as a key player. Its efficient reactivity with azide-functionalized molecules forms stable triazole linkages, enabling the assembly of intricate bioconjugates under mild conditions. This innovative application holds immense value in constructing multifunctional biomolecules tailored for research endeavors and therapeutic interventions, propelling scientific discovery and medical advancements to new heights.

1. Catalytic antibodies
R A Lerner, K D Janda, A Tramontano Science . 1986 Dec 19;234(4783):1566-70. doi: 10.1126/science.3787261.
Monoclonal antibodies elicited to haptens that are analogs of the transition state for hydrolysis of carboxylic esters behaved as enzymic catalysts with the appropriate substrates. These substrates are distinguished by the structural congruence of both hydrolysis products with haptenic fragments. The haptens were potent inhibitors of this esterolytic activity, in agreement with their classification as transition state analogs. Mechanisms are proposed to account for the different chemical behavior of these antibodies with two types of ester substrates. The generation of an artificial enzyme through transition state stabilization by antibodies was thus demonstrated. These studies indicate a potentially general approach to catalyst design.
2. [Esters and stereoisomers]
C Diefenbach, V Nigrovic, H Mellinghoff Anaesthesist . 1997 Apr;46(4):282-6. doi: 10.1007/s001010050402.
This review discusses concepts of isomers, stereoisomers, chirality, and enantiomers as applied to drugs used in anaesthesia. The inhalational anaesthetics enflurane and isoflurane are examples of stereoisomers. A chiral centre is formed when a carbon or quaternary nitrogen atom is connected to four different atoms. A molecule with one chiral centre is then present in one of two possible configurations termed enantiomers. A racemate is a mixture of both enantiomers in equal proportions. Many of the drugs used in anaesthesia are racemic mixtures (the inhalation anaesthetics, local anaesthetics, ketamine, and others). The shape of the atracurium molecule is comparable to that of a dumb-bell:the two isoquinoline groups representing the two bulky ends connected by an aliphatic chain. In each isoquinoline group there are two chiral centres, one formed by a carbon and the other by a quaternary nitrogen atom. From a geometric point of view, the connections from the carbon atom to a substituted benzene ring and from the quaternary nitrogen to the aliphatic chain may point in the same direction (cis configuration) or in opposite directions (trans configuration). The two isoquinoline groups in atracurium are paired in three geometric configurations: cis-cis, trans-trans, or cis-trans. However, the two chiral centres allow each isoquinoline group to exist in one of four stereoisometric configurations. In the symmetrical atracurium molecule, the number of possible stereoisomers is limited to ten. Among these, 1 R-cis, 1'R-cis atracurium was isolated and its pharmacologic properties studied. This isomer, named cis-atracurium, offers clinical advantages over the atracurium mixture, principally due to the lack of histamine-releasing propensity and the higher neuromuscular blocking potency. The ester groups appear in one of two steric configurations true and reverse esters. In the true esters, oxygen is positioned between the nitrogen atom and the carbonyl group, while in the reverse esters in its positioned on the other side of the carbonyl group. True esters, suxamethonium and mivacurium, are hydrolysed by the enzyme plasma cholinesterase (butyrylcholinesterase), albeit at different rates. The more rapid degradation of suxamethonium is responsible for its fast onset and short duration of action in comparison with mivacurium. The reverse esters, atracurium, cisatracurium, and remifentanil, are hydrolysed by nonspecific esterases in plasma (carboxyesterases). Remifentanil is hydrolysed rapidly; the degradation leads to its inactivation and short duration of action. Cis-atracurium is preferentially degraded and inactivated by a process known as Hofmann elimination. In a second step, one of the degradation products, the monoester acrylate, is hydrolysed by a nonspecific esterase.
3. Lactose esters: synthesis and biotechnological applications
Maciej Guzik, Ewelina Cichoń, Janusz M Dąbrowski, Jakub Staroń Crit Rev Biotechnol . 2018 Mar;38(2):245-258. doi: 10.1080/07388551.2017.1332571.
Biodegradable nonionic sugar esters-based surfactants have been gaining more and more attention in recent years due to their chemical plasticity that enables the various applications of these molecules. In this review, various synthesis methods and biotechnological implications of lactose esters (LEs) uses are considered. Several chemical and enzymatic approaches are described for the synthesis of LEs, together with their applications, i.e. function in detergents formulation and as additives that not only stabilize food products but also protect food from undesired microbial contamination. Further, this article discusses medical applications of LEs in cancer treatment, especially their uses as biosensors, halogenated anticancer drugs, and photosensitizing agents for photodynamic therapy of cancer and photodynamic inactivation of microorganisms.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: BCN-PEG4-NHS ester
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