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L-苯丙氨酰-L-苯丙氨酸

规格或纯度: 98%
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基本描述

规格或纯度 98%
英文名称 L-Phenylalanyl-L-phenylalanine
别名 苯丙氨酸-苯丙氨酸；二-L-苯丙氨酸；(S)-2-[(S)-2-氨基-3-苯基丙酰胺]-3-苯丙酸；L-苯丙氨酸-L-苯丙氨酸
英文别名 L-Phenylalanyl-L-phenylalanine；Di-L-phenylalanine；H-Phe-Phe-OH；(S)-2-[(S)-2-Amino-3-phenylpropanamido]-3-phenylpropanoic Acid;Phe-Phe
储存温度 -20°C储存
运输条件 超低温冰袋运输
产品介绍


Product Application：

Evaporating 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) solutions containing diphenylalanine forms nanotubes. These structures have been used for casting silver nanowires, the dipeptide is removed from the wires by enzymatic degradation

名称和标识符

EC号 219-930-5
IUPAC Name (2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoic acid
INCHI InChI=1S/C18H20N2O3/c19-15(11-13-7-3-1-4-8-13)17(21)20-16(18(22)23)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H,20,21)(H,22,23)/t15-,16-/m0/s1
InChi Key GKZIWHRNKRBEOH-HOTGVXAUSA-N
Canonical SMILES C1=CC=C(C=C1)CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N
分子式

C18H20N2O3
PubChem CID 6993090
分子量 312.36

化学和物理性质

溶解性 Soluble at 50mg/ml in 80% acetic acid
敏感性 对热敏感
熔点 315 °C
比旋光度 45° (C=2,AcOH)

安全信息

WGK Germany 3
个人防护装备 Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

参考文献

1. D J Kempf,E de Lara,H H Stein,J Cohen,D A Egan,J J Plattner.  (1990-01-01)  Renin inhibitors based on dipeptide analogues. Incorporation of the hydroxyethylene isostere at the P2/P3 sites..  Journal of medicinal chemistry,  33  ((1)):  (371-374).  [PMID:2404121]
2. D Peyton,E Breslow.  (1985-05-16)  Use of perdeuterated peptides in NMR studies of neurophysin-hormone interaction: demonstration of peptide-specific changes in neurophysin resonances..  Biochemical and biophysical research communications,  128  ((3)):  (1211-1218).  [PMID:4004858]
3. M Dizdaroglu,E Gajewski,M G Simic.  (1984-03-01)  Enzymatic digestibility of peptides cross-linked by ionizing radiation..  International journal of radiation biology and related studies in physics, chemistry, and medicine,  45  ((3)):  (283-295).  [PMID:6143737]
4. T Nishihata,T Higuchi,A Kamada.  (1984-01-30)  Possible mechanism of uptake for several compounds in ionized form through human erythrocyte membrane..  Life sciences,  34  ((5)):  (427-436).  [PMID:6694531]
5. G B Dreyer,J C Boehm,B Chenera,R L DesJarlais,A M Hassell,T D Meek,T A Tomaszek,M Lewis.  (1993-01-26)  A symmetric inhibitor binds HIV-1 protease asymmetrically..  Biochemistry,  32  ((3)):  (937-947).  [PMID:8422397]
6. H Mozsolits,T H Lee,H J Wirth,P Perlmutter,M I Aguilar.  (1999-08-31)  The interaction of bioactive peptides with an immobilized phosphatidylcholine monolayer..  Biophysical journal,  77  ((3)):  (1428-1444).  [PMID:10465754]
7. S Sabbah,F Süss,G K Scriba.  (2001-10-09)  pH-dependence of complexion constants and complex mobility in capillary electrophoresis separations of dipeptide enantiomers..  Electrophoresis,  22  ((15)):  (3163-3170).  [PMID:11589275]
8. Meital Reches,Ehud Gazit.  (2003-04-26)  Casting metal nanowires within discrete self-assembled peptide nanotubes..  Science (New York, N.Y.),  300  ((5619)):  (625-627).  [PMID:12714741]
9. Claudia Huber,Wolfgang Eisenreich,Stefan Hecht,Gunter W?chtersh?user.  (2003-08-16)  A possible primordial peptide cycle..  Science (New York, N.Y.),  301  ((5635)):  (938-940).  [PMID:12920291]
10. Meital Reches,Ehud Gazit.  (2006-04-04)  Designed aromatic homo-dipeptides: formation of ordered nanostructures and potential nanotechnological applications..  Physical biology,  3  ((1)):  (S10-S19).  [PMID:16582461]
11. Sten O Nilsson Lill.  (2010-07-09)  Evaluation of dispersion-corrected density functional theory (B3LYP-DCP) for compounds of biochemical interest..  Journal of molecular graphics & modelling,  29  ((2)):  (178-187).  [PMID:20609606]
12. Dmitriy Berillo,Bo Mattiasson,Igor Yu Galaev,Harald Kirsebom.  (2011-12-02)  Formation of macroporous self-assembled hydrogels through cryogelation of Fmoc-Phe-Phe..  Journal of colloid and interface science,  368  ((1)):  (226-230).  [PMID:22129632]
13. Christiane Lütticke,Patrick Hauske,Urs Lewandrowski,Albert Sickmann,Markus Kaiser,Michael Ehrmann.  (2012-04-12)  E. coli LoiP (YggG), a metalloprotease hydrolyzing Phe-Phe bonds..  Molecular bioSystems,  8  ((6)):  (1775-1782).  [PMID:22491786]
14. Rebecca Fransson,Christian Sk?ld,Jadel M Kratz,Richard Svensson,Per Artursson,Fred Nyberg,Mathias Hallberg,Anja Sandstr?m.  (2013-06-06)  Constrained H-Phe-Phe-NH2 analogues with high affinity to the substance P 1-7 binding site and with improved metabolic stability and cell permeability..  Journal of medicinal chemistry,  56  ((12)):  (4953-4965).  [PMID:23735006]
15. Alice B Nongonierma,Mehdeeyah Lalmahomed,Sara Paolella,Richard J FitzGerald.  (2017-04-30)  Milk protein isolate (MPI) as a source of dipeptidyl peptidase IV (DPP-IV) inhibitory peptides..  Food chemistry,  231  ():  (202-211).  [PMID:28449998]
16. Jacek Szczerbiński,Jonas B Metternich,Guillaume Goubert,Renato Zenobi.  (2020-01-03)  How Peptides Dissociate in Plasmonic Hot Spots..  Small (Weinheim an der Bergstrasse, Germany),  16  ((4)):  (e1905197-e1905197).  [PMID:31894644]
17. C R Shoaf,W D Heizer,M Caplow.  (1980-08-14)  Uptake of the components of phenylalanylphenylalanine and maltose by intestinal epithelium..  Biochimica et biophysica acta,  600  ((3)):  (939-949).  [PMID:7407152]
18. Natalia Sánchez de Groot,Teodor Parella,Francesc X Aviles,Josep Vendrell,Salvador Ventura.  (2006-12-19)  Ile-phe dipeptide self-assembly: clues to amyloid formation..  Biophysical journal,  92  ((5)):  (1732-1741).  [PMID:17172307]
19. Robert C Dunbar,Jeffrey D Steill,Jos Oomens.  (2011-01-05)  Chirality-induced conformational preferences in peptide-metal ion binding revealed by IR spectroscopy..  Journal of the American Chemical Society,  133  ((5)):  (1212-1215).  [PMID:21192647]
20. Aseem Mishra,Virander Singh Chauhan.  (2011-01-12)  Probing the role of aromaticity in the design of dipeptide based nanostructures..  Nanoscale,  3  ((3)):  (945-949).  [PMID:21221462]
21. Amy F Roth,Irene Papanayotou,Nicholas G Davis.  (2011-06-10)  The yeast kinase Yck2 has a tripartite palmitoylation signal..  Molecular biology of the cell,  22  ((15)):  (2702-2715).  [PMID:21653825]
22. Gokhan Demirel,Fatih Buyukserin.  (2011-09-02)  Surface-induced self-assembly of dipeptides onto nanotextured surfaces..  Langmuir : the ACS journal of surfaces and colloids,  27  ((20)):  (12533-12538).  [PMID:21879773]
23. Xinming Li,Yi Kuang,Hsin-Chieh Lin,Yuan Gao,Junfeng Shi,Bing Xu.  (2011-09-29)  Supramolecular nanofibers and hydrogels of nucleopeptides..  Angewandte Chemie (International ed. in English),  50  ((40)):  (9365-9369).  [PMID:21948432]
24. Nidhi Gour,Chandra Kanth P,Bharti Koshti,Vivekshinh Kshtriya,Dhruvi Shah,Sunita Patel,Reena Agrawal-Rajput,Manoj K Pandey.  (2018-11-02)  Amyloid-like Structures Formed by Single Amino Acid Self-Assemblies of Cysteine and Methionine..  ACS chemical neuroscience,  10  ((3)):  (1230-1239).  [PMID:30380833]
25. Rongchun Zhang,You-Lee Hong,Thirupathi Ravula,Yusuke Nishiyama,Ayyalusamy Ramamoorthy.  (2020-04-03)  High-resolution proton-detected MAS experiments on self-assembled diphenylalanine nanotubes enabled by fast MAS and high magnetic field..  Journal of magnetic resonance (San Diego, Calif. : 1997),  313  ():  (106717-106717).  [PMID:32240957]
26. Giuseppe Trapani,Viviana Carmela Linda Caruso,Lorena Maria Cucci,Francesco Attanasio,Giovanni Tabbì,Giuseppe Forte,Diego La Mendola,Cristina Satriano.  (2020-05-28)  Graphene Oxide Nanosheets Tailored With Aromatic Dipeptide Nanoassemblies for a Tuneable Interaction With Cell Membranes..  Frontiers in bioengineering and biotechnology,  8  ():  (427-427).  [PMID:32457892]

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