Tyrosine Bioconjugation through Aqueous Ene-Like Reactions
    1.
    发明申请
    Tyrosine Bioconjugation through Aqueous Ene-Like Reactions 审中-公开
    通过水性类似反应的酪氨酸生物缀合

    公开(公告)号:US20140378668A1

    公开(公告)日:2014-12-25

    申请号:US14315214

    申请日:2014-06-25

    Abstract: A new and versatile class of cyclic diazodicarboxamides that reacts efficiently and selectively with phenols and the phenolic side chain of tyrosine through an Ene-like reaction is reported. This mild aqueous tyrosine ligation reaction works over a broad pH range and expands the repertoire of aqueous chemistries available for small molecule, peptide, and protein modification. The tyrosine ligation reactions are shown to be compatible with the labeling of native enzymes and antibodies in buffered aqueous solution. This reaction provides a novel synthetic approach to bispecific antibodies. This reaction will find broad utility in peptide and protein chemistry and in the chemistry of phenol-containing compounds.

    Abstract translation: 报道了一种新的多功能一类环状重氮二酰胺,通过Ene样反应有效和选择性地与苯酚和酪氨酸的侧链反应。 这种温和的水性酪氨酸连接反应在广泛的pH范围内起作用,并扩展了可用于小分子,肽和蛋白质修饰的水性化学成分。 显示酪氨酸连接反应与缓冲水溶液中天然酶和抗体的标记相容。 该反应为双特异性抗体提供了新的合成方法。 该反应将在肽和蛋白质化学和含酚化合物的化学中发现广泛的用途。

    METHOD FOR PRODUCING PEPTIDE HYDRAZIDE, PEPTIDE AMIDE, AND PEPTIDE THIOESTER
    3.
    发明申请
    METHOD FOR PRODUCING PEPTIDE HYDRAZIDE, PEPTIDE AMIDE, AND PEPTIDE THIOESTER 审中-公开
    生产肽水解酶,肽类药物和肽类药物的方法

    公开(公告)号:US20160264626A1

    公开(公告)日:2016-09-15

    申请号:US15146589

    申请日:2016-05-04

    CPC classification number: C07K7/06 C07D249/00 C07K1/003 C07K1/107 C07K1/13

    Abstract: An object of the present invention is to provide a method for producing a peptide thioester compound, a peptide hydrazide compound, and a peptide amide compound. The present invention provides a method for producing a peptide hydrazide compound or a peptide amide compound by using a compound represented by Formula (2): wherein R1, R2, R3, and X are as defined in the specification, and using a hydrazine compound or an ammonia compound as a reaction reagent. The present invention also provides a method for producing a peptide thioester compound from the peptide hydrazide compound.

    Abstract translation: 其中R1,R2,R3和X如说明书中所定义,并且使用肼化合物或氨化合物作为反应试剂。 本发明还提供了从肽酰肼化合物制备肽硫酯化合物的方法。

    Novel triazole compounds
    5.
    发明授权
    Novel triazole compounds 失效
    新型三唑化合物

    公开(公告)号:US3732213A

    公开(公告)日:1973-05-08

    申请号:US3732213D

    申请日:1970-12-14

    Applicant: SANDOZ AG

    Abstract: WHEREIN AR REPRESENTS AN OPTIONALLY SUBSTITUTED ARYL RADICAL, R REPRESENTS HYDROGEN, A LOW MOLECULAR ALKYL RADICAL OR AN OPTIONALLY SUBSTITUTED PHENYL RADICAL, AND ME REPRESENTS A HYDROGEN, AMMONIUM OR ALKALI METAL ION, AN EQUIVALENT OF AN ALKALINE EARTH METAL OR AN AMINE CATION.
    TRIAZOLE DERIVATIVES OF THE FORMULA

    ((4-(2-AR,4-R-2H-1,2,3-TRIAZOL-5-YL),2-(ME-O3S-)PHENYL)-

    CH=)2

    Abstract translation: 1362858多缩水甘油基化合物CIBAGEIGY AG 1971年10月25日[1970年11月2日] 49486/71标题C2C [也在C3部分]通式的新型双核N-杂环多缩水甘油化合物其中A表示二价脂族,脂环族,脂环族 - 脂族,芳脂族,芳族 或杂环脂族基团,Z 1和Z 2各自表示下式的二价基团,其中R 1和R 2各自表示氢原子或脂族,脂环族,芳脂族或芳族烃基,或一起形成二价脂族或脂环族烃基 ,R 3和R 5各自表示H或脂族,脂环族,芳脂族或芳族烃基,R 4和R 6各自表示H或烷基,X 1和X 2各自表示H或甲基,B 1和B 2各自表示H,缩水甘油基或#-甲基缩水甘油基,可以通过(i)通过已知方法将合适的原料转化为1,2-环氧乙基或1-甲基-1,2-环氧乙基化合物来制备,例如 在强碱存在下转化羟基卤代乙基,或通过与过酸或H 2 O 2反应转化乙烯基; 式IIa或IIb的起始物质可以通过在合适的催化剂的存在下与表卤代醇或α-甲基表卤代醇反应制得,与式III化合物反应,或(ⅱ)通过在升高的温度下反应一分子量的 式O = C = NAN = C = O的二异氰酸酯,其中2分子量的式VIIIa或VIIIb的化合物。

    Tyrosine bioconjugation through aqueous Ene-like reactions
    9.
    发明授权
    Tyrosine bioconjugation through aqueous Ene-like reactions 失效
    酪氨酸生物缀合通过水溶性类似的反应

    公开(公告)号:US08765920B2

    公开(公告)日:2014-07-01

    申请号:US13518353

    申请日:2010-12-23

    Abstract: A new and versatile class of cyclic diazodicarboxamides that reacts efficiently and selectively with phenols and the phenolic side chain of tyrosine through an Ene-like reaction is reported. This mild aqueous tyrosine ligation reaction works over a broad pH range and expands the repertoire of aqueous chemistries available for small molecule, peptide, and protein modification. The tyrosine ligation reactions are shown to be compatible with the labeling of native enzymes and antibodies in buffered aqueous solution. This reaction provides a novel synthetic approach to bispecific antibodies. This reaction will find broad utility in peptide and protein chemistry and in the chemistry of phenol-containing compounds.

    Abstract translation: 报道了一种新的多功能一类环状重氮二酰胺,通过Ene样反应有效和选择性地与苯酚和酪氨酸的侧链反应。 这种温和的水性酪氨酸连接反应在广泛的pH范围内起作用,并扩展了可用于小分子,肽和蛋白质修饰的水性化学成分。 显示酪氨酸连接反应与缓冲水溶液中天然酶和抗体的标记相容。 该反应为双特异性抗体提供了新的合成方法。 该反应将在肽和蛋白质化学和含酚化合物的化学中发现广泛的用途。

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