Synthesis of functionalized guanidino amino acids

Suhs T; Konig B

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Synthesis of functionalized guanidino amino acids

机译：功能化胍基氨基酸的合成

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We report the synthesis of guanidino amino acids (GuAA), which are structurally related to Arg and resemble a dipeptide consisting of alpha- and gamma-amino acid with a guanidinium group in the main chain. The compounds are available with different protecting groups in gram amounts and are intended as synthetic building blocks for the construction of synthetic oxoanion or peptide receptors. Tyr, Trp or dansyl-functionalized Lys can be introduced as the alpha-amino acid part, which leads to luminescent GuAAs. The compounds signal carboxylate binding in MeOH, DMSO and buffered water by change of the emission intensity. The property may find use in the construction of chemosensors.

机译：我们报告了胍基氨基酸（GuAA）的合成，其结构上与Arg有关，类似于由α-和γ-氨基酸组成的二肽，在主链上有一个胍基。该化合物具有以克数计的不同保护基团，并且旨在用作合成合成氧代阴离子或肽受体的合成构件。可以引入Tyr，Trp或丹酰基官能化的Lys作为α-氨基酸部分，从而产生发光的GuAA。该化合物通过改变发射强度来表示羧酸盐在MeOH，DMSO和缓冲水中的结合。该属性可用于化学传感器的构造。

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《Chemistry: A European journal》 |2006年第31期|共8页
作者
Suhs T; Konig B;
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正文语种 eng
中图分类化学;
关键词
MOLECULAR RECOGNITION; BINDING-PROPERTIES; CONVENIENT SYNTHESIS; MITSUNOBU PROTOCOL; HIGHLY EFFICIENT; ENTROPY-DRIVEN; RECEPTORS; ANIONS; WATER; COMPLEXATION;

机译：分子识别;结合性能;便利的合成;MITSUNOBU协议;高效;熵驱动;受体;阴离子;水;络合物;

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专利

1. Synthesis of functionalized guanidino amino acids [J] . Suhs T, Konig B Chemistry: A European journal . 2006,第31期

机译：功能化胍基氨基酸的合成
2. A PRACTICAL SYNTHESIS OF FREE AND PROTECTED GUANIDINO ACIDS FROM AMINO ACIDS [J] . Lal B., Gangopadhyay AK. Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 1996,第14期

机译：从氨基酸实际合成游离和保护的胍基酸的实践
3. Amino/guanidino-functionalized N-(pyrrolidin-2-ethyl)glycine-based pet-PNA: Design, synthesis and binding with DNA/RNA [J] . Sachin S. Gokhale, Vaijayanti A. Kumar Organic & biomolecular chemistry . 2010,第16期

机译：氨基/胍基官能化的N-（吡咯烷-2-乙基）甘氨酸基Pet-PNA：设计，合成和与DNA / RNA结合
4. Preparation of Anti-β-Functionalized γ,δ-Unsaturated Amino Acids via Asymmetric TMo-ClalseE Rearrangement and Using Them for the Synthesis of Novel Cyclic Melanocortin Analogues [C] . Zhihua Liu, Sukeshi J. Mehta, Kwang-Soo Lee American Peptide Symposium . 2011

机译：通过不对称的TMO-Clalsee重新排列并使用它们来制备抗β-官能化γ，δ-不饱和氨基酸，并使用它们进行新型环状黑素旋蛋白类似物的合成
5. Synthesis of Methylene Blue Analogues as Multifunctional Radical Quenchers, Synthesis of Unnatural Amino Acids and Their Ribosomal Incorporation into Proteins. [D] . Roy Chowdhury, Sandipan. 2016

机译：亚甲蓝类似物作为多功能自由基猝灭剂的合成，非天然氨基酸的合成及其将核糖体掺入蛋白质中。
6. Chemical synthesis and enzymatic stereoselective hydrolysis of a functionalized dihydropyrimidine for the synthesis of β-amino acids [O] . Christin Slomka, Sabilla Zhong, Anna Fellinger, 2015

机译：化学合成和功能化的二氢嘧啶的酶促立体选择性水解用于合成β-氨基酸
7. Convergent and Stereospecific Synthesis of Molecules Containing a-Functionalized Guanidiniums via a-Guanidino Acids [O] . -1

机译：通过α-胍基酸含有官能化胍的分子的收敛和立体合成
8. Routes to Functionalized Guanidines. The Synthesis of Guanidino Diesters. [R] . Bosin, T. R., Hanson, R. N., Rodricks, J. V., 1972

机译：路线到功能化的胍类。胍基二酯的合成。

Synthesis of functionalized guanidino amino acids

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