Broadpharm基础篇什么是点击化学？What is Click Chemistry?
click chemistry is a chemical reaction between pairs of reagents (named click chemistry reagents) to exclusively react with each other under mild conditions and is effectively inert to naturally occurring functional groups such as amine groups. the term click chemistry was first coined by sharpless in 2001 in an effort to design a method to easily synthesize molecules under mild conditions and the product can be easily isolated.
click chemistry reactions can be categorized into three generations:
(1) cu(i)-catalyzed azide-alkyne click chemistry (cuaac reactions, figure 1):
the first generation of click chemistry involved the reaction of azide with alkyne catalyzed by cu(i). the copper catalyst allows for this reaction to be carried out efficiently under mild conditions in water whereas the reaction would require high temperature and high pressure without the copper catalyst. copper catalyzed click chemistry has been found to have the second fastest rate constant of 10-100 m-1s-1.
due to the toxic nature of copper to living structures and biosystems, copper catalyzed click chemistry is not a viable method of carrying out reactions in living systems which has led to the development of the following two generations of click chemistry.
(2) strain-promoted azide-alkyne click chemistry (spaac reactions, figure 2):
dbco reagent or bcn reagent can be used to perform click chemistry with azide molecules without the need of heavy-metal catalysis.
figure 2: strain-promoted azide-dbco click chemistry
the bond strain created by the bond angle of the cyclooctyne (dbco or bcn) requires less energy for the cyclooctyne to form the (3+2) cycloaddition which releases enthalpic energy caused by the ring strain of the cyclooctyne. this generation does not require copper as a catalyst and it can be used in cell surface and in vivo labeling. the rate constant is 10-2-1 m-1s-1.
(3) ligation between tetrazine and alkene (trans-cyclooctene)
the third generation of click chemistry is the ligation between tetrazine with trans-cyclooctene (tco). the mechanism for this ligation utilizes ring strain from the trans-cyclooctene and an inverse diels-alder reaction between the electron rich trans-cyclooctene and the electron poor tetrazine. this ligation has been found to be the fastest generation of click chemistry thus far with a rate constant of 1-106 m-1s-1. the reaction can also be carried out in vivo in aqueous solution.
applications of click chemistryclick chemistry has been widely used in drug discovery, bioconjugation, labeling, and material sciences in the pharmaceutical and biotech industry due to its mild conditions and high selectivity.
click chemistry in drug discoveryclick chemistry is utilized in the formation of adc linkers in antibody drug conjugates. for example, trodelvy (sacituzumab govitecan), also known as immu-132 (figure 4), is an immune target therapy medicine for triple-negative breast cancer which contains sacituzumab and sn-38 bound with a linker. click chemistry is used in the formation of the linker to form a triazole that links smcc to a peg8 moiety.
figure 4: structure of trodelvy.
click chemistry in joint cartilage therapyclick chemistry has also been used in cell-based therapy to treat damage in joint cartilage, relieve pain, and improve function. autologous chondrocyte transplantation targets apoptotic chondrocytes in cartilage which can be identified by a six amino acid peptide, apopep-1, and by binding injected healthy chondrocytes from unaffected cartilage. apopep-1 carries a trans-cyclooctene bound by a peg linker to apoptotic chondrocytes which can then bind healthy chondrocytes via click chemistry to tetrazine to encourage cartilage regeneration (figure 5).
figure 5: inverse diels-alder click chemistry reaction between tco and tetrazene for joint cartilage therapy
click chemistry toolsas a leading click chemisty reagent supplier worldwide, broadpharm provides over 500 high purity click chemistry reagents (tools) and kits with an array of functional groups such as: azide, alkyne, dbco, tco, tetrazine, bcn to empower our clients' advanced research and drug development.
靶点科技携手broadpharm，最快一周，为您提供点击化学试剂。授权代理，正品保证，质量无忧，货期超快，助力您的研究应用。
广州黄埔区到深圳专线物流公司_广州黄埔区到深圳专线货运直达运输
无锡到合肥物流专线_无锡到合肥物流直达专线
金属切割需求的现代等离子切割
佛山顺德区到太原晋源区货运专线_佛山顺德区到晋源区物流公司货运部
宁海到开阳县物流公司专线直达,宁海到贵州开阳县物流专线
Broadpharm基础篇什么是点击化学？What is Click Chemistry?
清远到湘乡直达货运专线_清远到湘乡物流货运专线
苏州到望谟县专线物流[全境派送]_苏州到黔西南望谟县物流货运公司
肇庆到文昌专线物流公司_肇庆到文昌物流公司『零担货运』
启东到肥西物流专线_启东到合肥肥西物流直达专线
实验室废水处理设计方案
宁海到常州武进区物流专线+高效快捷_宁海到武进区物流货运专线
武汉东西湖区到神农架物流专线货运直达_武汉东西湖区到神农架物流公司
嘉善到浦江专线物流运输_嘉善到金华浦江物流专线公司
天津到通河县货运专线_天津到哈尔滨通河县物流公司货运部
常州到合肥庐阳区物流专线_常州至庐阳区物流公司_常州到合肥庐阳区货运
优质南通到汕头货运公司,南通到汕头物流专线直达
武汉江夏区到天津西青区专线物流公司_武汉江夏区到西青区物流货运专线
常熟到上海青浦区物流公司专线运输,常熟到青浦区物流专线
长沙到慈溪专线物流公司_长沙到慈溪专线【货运直达】
click chemistry reactions can be categorized into three generations:
(1) cu(i)-catalyzed azide-alkyne click chemistry (cuaac reactions, figure 1):
the first generation of click chemistry involved the reaction of azide with alkyne catalyzed by cu(i). the copper catalyst allows for this reaction to be carried out efficiently under mild conditions in water whereas the reaction would require high temperature and high pressure without the copper catalyst. copper catalyzed click chemistry has been found to have the second fastest rate constant of 10-100 m-1s-1.
due to the toxic nature of copper to living structures and biosystems, copper catalyzed click chemistry is not a viable method of carrying out reactions in living systems which has led to the development of the following two generations of click chemistry.
(2) strain-promoted azide-alkyne click chemistry (spaac reactions, figure 2):
dbco reagent or bcn reagent can be used to perform click chemistry with azide molecules without the need of heavy-metal catalysis.
figure 2: strain-promoted azide-dbco click chemistry
the bond strain created by the bond angle of the cyclooctyne (dbco or bcn) requires less energy for the cyclooctyne to form the (3+2) cycloaddition which releases enthalpic energy caused by the ring strain of the cyclooctyne. this generation does not require copper as a catalyst and it can be used in cell surface and in vivo labeling. the rate constant is 10-2-1 m-1s-1.
(3) ligation between tetrazine and alkene (trans-cyclooctene)
the third generation of click chemistry is the ligation between tetrazine with trans-cyclooctene (tco). the mechanism for this ligation utilizes ring strain from the trans-cyclooctene and an inverse diels-alder reaction between the electron rich trans-cyclooctene and the electron poor tetrazine. this ligation has been found to be the fastest generation of click chemistry thus far with a rate constant of 1-106 m-1s-1. the reaction can also be carried out in vivo in aqueous solution.
applications of click chemistryclick chemistry has been widely used in drug discovery, bioconjugation, labeling, and material sciences in the pharmaceutical and biotech industry due to its mild conditions and high selectivity.
click chemistry in drug discoveryclick chemistry is utilized in the formation of adc linkers in antibody drug conjugates. for example, trodelvy (sacituzumab govitecan), also known as immu-132 (figure 4), is an immune target therapy medicine for triple-negative breast cancer which contains sacituzumab and sn-38 bound with a linker. click chemistry is used in the formation of the linker to form a triazole that links smcc to a peg8 moiety.
figure 4: structure of trodelvy.
click chemistry in joint cartilage therapyclick chemistry has also been used in cell-based therapy to treat damage in joint cartilage, relieve pain, and improve function. autologous chondrocyte transplantation targets apoptotic chondrocytes in cartilage which can be identified by a six amino acid peptide, apopep-1, and by binding injected healthy chondrocytes from unaffected cartilage. apopep-1 carries a trans-cyclooctene bound by a peg linker to apoptotic chondrocytes which can then bind healthy chondrocytes via click chemistry to tetrazine to encourage cartilage regeneration (figure 5).
figure 5: inverse diels-alder click chemistry reaction between tco and tetrazene for joint cartilage therapy
click chemistry toolsas a leading click chemisty reagent supplier worldwide, broadpharm provides over 500 high purity click chemistry reagents (tools) and kits with an array of functional groups such as: azide, alkyne, dbco, tco, tetrazine, bcn to empower our clients' advanced research and drug development.
靶点科技携手broadpharm，最快一周，为您提供点击化学试剂。授权代理，正品保证，质量无忧，货期超快，助力您的研究应用。
广州黄埔区到深圳专线物流公司_广州黄埔区到深圳专线货运直达运输
无锡到合肥物流专线_无锡到合肥物流直达专线
金属切割需求的现代等离子切割
佛山顺德区到太原晋源区货运专线_佛山顺德区到晋源区物流公司货运部
宁海到开阳县物流公司专线直达,宁海到贵州开阳县物流专线
Broadpharm基础篇什么是点击化学？What is Click Chemistry?
清远到湘乡直达货运专线_清远到湘乡物流货运专线
苏州到望谟县专线物流[全境派送]_苏州到黔西南望谟县物流货运公司
肇庆到文昌专线物流公司_肇庆到文昌物流公司『零担货运』
启东到肥西物流专线_启东到合肥肥西物流直达专线
实验室废水处理设计方案
宁海到常州武进区物流专线+高效快捷_宁海到武进区物流货运专线
武汉东西湖区到神农架物流专线货运直达_武汉东西湖区到神农架物流公司
嘉善到浦江专线物流运输_嘉善到金华浦江物流专线公司
天津到通河县货运专线_天津到哈尔滨通河县物流公司货运部
常州到合肥庐阳区物流专线_常州至庐阳区物流公司_常州到合肥庐阳区货运
优质南通到汕头货运公司,南通到汕头物流专线直达
武汉江夏区到天津西青区专线物流公司_武汉江夏区到西青区物流货运专线
常熟到上海青浦区物流公司专线运输,常熟到青浦区物流专线
长沙到慈溪专线物流公司_长沙到慈溪专线【货运直达】