cas 738-75-0, N-(PHENYLACETYL)-L-PHENYLALANINE

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GRANZYME B DIRECTED IMAGING AND THERAPY
Provided herein are heterocyclic compounds useful for imaging Granzyme B. Methods of imaging Granzyme B, combination therapies, and kits comprising the Granzyme B imaging agents are also provided.
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Page/Page column 82; 97

(2019/09/04)

A one-pot amidation of primary nitroalkanes
It has been over a half-century since Kornblum demonstrated the conversion of a primary nitroalkane to a carboxylic acid; addition of an amine results in carboxylic acid formation as well. We describe the formation of amides from terminal nitroalkanes in a two-step, one-pot reaction involving tandem halogenation/umpolung amide synthesis (UmAS).
Schwieter, Kenneth E.,Johnston, Jeffrey N.
supporting information
p. 152 - 155
(2015/12/26)

Intramolecular interactions of a phenyl/perfluorophenyl pair in the formation of supramolecular nanofibers and hydrogels
A new system for the incorporation of a phenyl/perfluorophenyl pair in the structure of a peptide hydrogelator was developed. The strategy is based on the idea that the integration of an end-capped perfluorophenyl group and a phenylalanine with a phenyl moiety in the side chain forms an intramolecular phenyl/perfluorophenyl pair, which can be used to promote the formation of the supramolecular nanofibers and hydrogels. This work illustrates the importance of structure-hydrogelation relationship and provides new insights into the design of self-assembly nanobiomaterials. Intramolecular binding: The incorporation of a phenyl/perfluorophenyl pair into the structure of a peptide hydrogelator leads to the formation of the supramolecular nanofibers. The quadrupole-dipole- quadrupole (q-d-q) interactions between the aromatic rings facilitate self-assembly. This work illustrates the importance of the structure- hydrogelation relationship and provides new insights into the design of self-assembled nanobiomaterials. Copyright
Hsu, Shu-Min,Lin, Yu-Chun,Chang, Jui-Wen,Liu, Yu-Hao,Lin, Hsin-Chieh
supporting information
p. 1921 - 1927
(2014/03/21)

Thermodynamics of phenylacetamides synthesis: Linear free energy relationship with the pK of amine
The effective equilibrium constants K′C expressed through the total concentrations of the reagents for the synthesis of N-phenylacetyl-derivatives in aqueous medium from phenylacetic acid and various primary amino compounds have been determined with penicillin acylase as a catalyst. Broad specificity of penicillin acylase (EC 3.5.1.11) to amino components made possible to investigate the acylation of primary amines with different structures and physicochemical properties. Analysis of different components of the effective standard Gibbs energy change ΔGC o′ has revealed favorable thermodynamics for the synthesis of phenylacetamides from unionized substrates forms, however the ionization of reactants carboxy and amino groups in aqueous solutions pushes the equilibrium position to the hydrolysis especially in case of highly basic amines. A linear correlation between the standard Gibbs energy change for amide bond formation from the unionized reagents species and the basicity of amino group was observed: ΔGTo=-3.56pKamine+7.71(kJ/mol). The established linear free energy relationship (LFER) allows to predict the thermodynamic parameters for direct condensation of phenylacetic acid with any amine of known pK. Condensation of phenylacetic acid and amines with pK value within 1.5-8.5 was shown to be thermodynamically favorable in homogeneous aqueous solution. .
Guranda, Dorel T.,Ushakov, Gennadij A.,Yolkin, Petr G.,Svedas, Vytas K.
p. 48 - 53
(2012/05/19)

Alcaligenes faecalis penicillin G acylase-catalyzed enantioselective acylation of dl-phenylalanine and derivatives in aqueous medium
A new strategy based on enantioselective acylation properties of relatively unknown penicillin G acylase from Alcaligenes faecalis has been developed for the production of pharmacologically interesting enantiomerically pure d-phenylalanine. In order to get high reaction rate and enantioselectivity, two key factors (pH and temperature) and eight different acyl donors were optimized, and the optimal acylation reaction was carried out at pH 10, 35 °C, using phenylacetamide as the acyl donor. This enantioselective acylating method is also illustrated by the effective production of five different p-substituted phenylalanine derivatives in enantiopure.
Gong, Xiangyu,Su, Erzheng,Wang, Pixiang,Wei, Dongzhi
supporting information; experimental part
p. 5398 - 5402
(2011/10/19)

An improved method of amide synthesis using acyl chlorides
A simple, mild and highly efficient condition for amide synthesis from acyl chlorides has been developed to minimize hydrolysis, racemization and other side reactions. This method should expand capabilities in the peptide coupling area.
Zhang, Li,Wang, Xiao-jun,Wang, Jing,Grinberg, Nelu,Krishnamurthy, DhileepKumar,Senanayake, Chris H.
supporting information; experimental part
p. 2964 - 2966
(2009/08/07)

A new general approach to enantiomerically pure cyclic and open-chain (R)- and (S)-α,α-disubstituted α-amino acids
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Obrecht,Spiegler,Schonholzer,Muller,Heimgartner,Stierli
p. 1666 - 1696
(2007/10/02)

Selektive Umfunktionalisierung der terminalen Amidgruppe offenkettiger Polyamide via 2-Oxazolin-5-one als Zwischenstufen
Treatment of aqueous or alcoholic solutions of diamides of type 2 with HCl leads to the formation of amide-acids and amide-esters of type 3 (Scheme 1 and Table).It has been shown, that 2-oxazolin-5-ones of type 4 are intermediates of this selective transf
Obrecht, Daniel,Heimgartner, Heinz
p. 482 - 487
(2007/10/02)