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α-氨基异丁酸

    级别和纯度:
  • ≥98%
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货号 (SKU) 包装规格 是否现货 价格 数量
A117156-25g
25g 现货 Stock Image
A117156-100g
100g 现货 Stock Image
A117156-250g
250g 现货 Stock Image
A117156-500g
500g 现货 Stock Image
A117156-2.5kg
2.5kg 现货 Stock Image

基本描述

别名 2-氨基异丁酸 | 2-甲基丙氨酸 | α-氨基异丁酸
英文别名 4-04-00-02616 (Beilstein Handbook Reference) | s6270 | a-Aminoisobutyrate | alpha-Aminoisobutyrate | BP-12097 | CHEBI:27971 | Propionic acid, 2-amino-2-methyl- | .alpha.,.alpha.-Dimethylglycine | 2-methyl-L-alanine | A22742 | 2-methyl alanine | DB02952 |
规格或纯度 ≥98%
英文名称 α-Aminoisobutyric acid
运输条件 常规运输
产品介绍

280℃开始升华。易溶于水,难溶于醇,不溶于醚。味甜。 用于生化研究。 α-Aminoisobutyric acid is a non- protein amino acid present in some antibiotics. It acts as a strong helix inducer in peptides. It is non-metabolisable used in bioassays.


纯度 ≥98%

关联靶点(人)

SLC36A1 Tchem Proton-coupled amino acid transporter 1 (102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504751004
EC号 200-544-0
分子类型 小分子
IIUPAC Name 2-amino-2-methylpropanoic acid
INCHI 1S/C4H9NO2/c1-4(2,5)3(6)7/h5H2,1-2H3,(H,6,7)
InChi Key FUOOLUPWFVMBKG-UHFFFAOYSA-N
Smiles CC(C)(C(=O)O)N
Isomeric SMILES CC(C)(C(=O)O)N
分子量 103.12
Beilstein号 506496
Reaxy-Rn 506496
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=506496&ln=

化学和物理性质

溶解性 Soluble in water. Insoluble in alcohol and ether.
密度 1.109
熔点 335°C
分子量 103.120 g/mol
XLogP3 -2.800
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 3
可旋转键计数Rotatable Bond Count 1
精确质量Exact Mass 103.063 Da
单同位素质量Monoisotopic Mass 103.063 Da
拓扑极表面积Topological Polar Surface Area 63.300 Ų
重原子数Heavy Atom Count 7
形式电荷Formal Charge 0
复杂度Complexity 87.700
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS07
信号词 警告
危险声明

H319: 引起严重眼睛刺激

预防措施声明

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

WGK Germany 3
RTECS AY7000000
Merck Index 445
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

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批号(Lot Number) 证书类型 货号
I2117217 分析证书 A117156
K2002164 分析证书 A117156
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I2504853 分析证书 A117156
I2504926 分析证书 A117156
B2508112 分析证书 A117156
I2311089 分析证书 A117156
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I2311107 分析证书 A117156
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F2207025 分析证书 A117156
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此产品的引用文献

引用文献

1. H HARRIS.  (1953-06-01)  Family studies on the urinary excretion of beta-aminoisobutyric acid..  Annals of eugenics,  17  ((1)): (43-49).  [PMID:13058271]
2. Arun Sreekumar,Laila M Poisson,Thekkelnaycke M Rajendiran,Amjad P Khan,Qi Cao,Jindan Yu,Bharathi Laxman,Rohit Mehra,Robert J Lonigro,Yong Li,Mukesh K Nyati,Aarif Ahsan,Shanker Kalyana-Sundaram,Bo Han,Xuhong Cao,Jaeman Byun,Gilbert S Omenn,Debashis Ghosh,Subramaniam Pennathur,Danny C Alexander,Alvin Berger,Jeffrey R Shuster,John T Wei,Sooryanarayana Varambally,Christopher Beecher,Arul M Chinnaiyan.  (2009-02-13)  Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression..  Nature,  457  ((7231)): (910-914).  [PMID:19212411]
3. Evgeniy Salnikov,Philippe Bertani,Jan Raap,Burkhard Bechinger.  (2009-10-14)  Analysis of the amide (15)N chemical shift tensor of the C(alpha) tetrasubstituted constituent of membrane-active peptaibols, the alpha-aminoisobutyric acid residue, compared to those of di- and tri-substituted proteinogenic amino acid residues..  Journal of biomolecular NMR,  45  ((4)): (373-387).  [PMID:19823773]
4. Piero Geotti-Bianchini,Alessandro Moretto,Cristina Peggion,Julien Beyrath,Alberto Bianco,Fernando Formaggio.  (2010-03-06)  Replacement of Ala by Aib improves structuration and biological stability in thymine-based alpha-nucleopeptides..  Organic & biomolecular chemistry,  ((6)): (1315-1321).  [PMID:20204202]
5. Lucia Becucci,Ivan Guryanov,Flavio Maran,Rolando Guidelli.  (2010-04-16)  Effect of a strong interfacial electric field on the orientation of the dipole moment of thiolated aib-oligopeptides tethered to mercury on either the N- or C-terminus..  Journal of the American Chemical Society,  132  ((17)): (6194-6204).  [PMID:20392067]
6. Fabien Stalport,Yuan Yong Guan,Patrice Coll,Cyril Szopa,Frédérique Macari,François Raulin,Didier Chaput,Hervé Cottin.  (2010-06-10)  UVolution, a photochemistry experiment in low earth orbit: investigation of the photostability of carboxylic acids exposed to mars surface UV radiation conditions..  Astrobiology,  10  ((4)): (449-461).  [PMID:20528199]
7. Yosuke Demizu,Masakazu Tanaka,Mitsunobu Doi,Masaaki Kurihara,Haruhiro Okuda,Hiroshi Suemune.  (2010-09-21)  Conformations of peptides containing a chiral cyclic α, α-disubstituted α-amino acid within the sequence of Aib residues..  Journal of peptide science : an official publication of the European Peptide Society,  16  ((11)): (621-626).  [PMID:20853311]
8. Øyvind Jacobsen,Hiroaki Maekawa,Nien-Hui Ge,Carl Henrik Görbitz,Pål Rongved,Ole Petter Ottersen,Mahmood Amiry-Moghaddam,Jo Klaveness.  (2011-02-01)  Stapling of a 3(10)-helix with click chemistry..  The Journal of organic chemistry,  76  ((5)): (1228-1238).  [PMID:21275402]
9. Alessandro Donoli,Vanessa Marcuzzo,Alessandro Moretto,Claudio Toniolo,Roberta Cardena,Annalisa Bisello,Saverio Santi.  (2011-02-24)  Charge mapping in 3(10)-helical peptide chains by oxidation of the terminal ferrocenyl group..  Organic letters,  13  ((6)): (1282-1285).  [PMID:21341757]
10. Koichi Kato,Atsushi B Tsuji,Tsuneo Saga,Ming-Rong Zhang.  (2011-03-12)  An efficient and expedient method for the synthesis of 11C-labeled α-aminoisobutyric acid: a tumor imaging agent potentially useful for cancer diagnosis..  Bioorganic & medicinal chemistry letters,  21  ((8)): (2437-2440).  [PMID:21392981]
11. Sudeshna Kar,Michael G B Drew,Animesh Pramanik.  (2011-03-30)  Formation of vesicles through solvent assisted self-assembly of hydrophobic pentapeptides: encapsulation and pH responsive release of dyes by the vesicles..  Protein and peptide letters,  18  ((9)): (886-897).  [PMID:21443496]
12. Kevin Guo,Jun Peng,Ruokun Zhou,Liang Li.  (2011-05-06)  Ion-pairing reversed-phase liquid chromatography fractionation in combination with isotope labeling reversed-phase liquid chromatography-mass spectrometry for comprehensive metabolome profiling..  Journal of chromatography. A,  1218  ((23)): (3689-3694).  [PMID:21543078]
13. Mengmeng Yu,Lin Shen,Aijun Zhang,Jiping Sheng.  (2011-07-27)  Methyl jasmonate-induced defense responses are associated with elevation of 1-aminocyclopropane-1-carboxylate oxidase in Lycopersicon esculentum fruit..  Journal of plant physiology,  168  ((15)): (1820-1827).  [PMID:21788095]
14. Iris Thondorf,Valerie Voigt,Sarah Schäfer,Sabine Gebauer,Katja Zebisch,Linda Laug,Matthias Brandsch.  (2011-10-01)  Three-dimensional quantitative structure-activity relationship analyses of substrates of the human proton-coupled amino acid transporter 1 (hPAT1)..  Bioorganic & medicinal chemistry,  19  ((21)): (6409-6418).  [PMID:21955456]
15. Silvia Carlotto,Mirco Zerbetto,Maryam Hashemi Shabestari,Alessandro Moretto,Fernando Formaggio,Marco Crisma,Claudio Toniolo,Martina Huber,Antonino Polimeno.  (2011-10-06)  In silico interpretation of cw-ESR at 9 and 95 GHz of mono- and bis- TOAC-labeled Aib-homopeptides in fluid and frozen acetonitrile..  The journal of physical chemistry. B,  115  ((44)): (13026-13036).  [PMID:21970372]
16. Marta De Zotti,Barbara Biondi,Yoonkyung Park,Kyung-Soo Hahm,Marco Crisma,Claudio Toniolo,Fernando Formaggio.  (2012-04-10)  Antimicrobial lipopeptaibol trichogin GA IV: role of the three Aib residues on conformation and bioactivity..  Amino acids,  43  ((4)): (1761-1777).  [PMID:22484376]
17. Atsushi B Tsuji,Koichi Kato,Aya Sugyo,Maki Okada,Hitomi Sudo,Chisato Yoshida,Hidekatsu Wakizaka,Ming-Rong Zhang,Tsuneo Saga.  (2012-07-17)  Comparison of 2-amino-[3-¹¹C]isobutyric acid and 2-deoxy-2-[¹⁸F]fluoro-D-glucose in nude mice with xenografted tumors and acute inflammation..  Nuclear medicine communications,  33  ((10)): (1058-1064).  [PMID:22797465]
18. Yosuke Demizu,Saori Nagoya,Mitsunobu Doi,Yukiko Sato,Masakazu Tanaka,Masaaki Kurihara.  (2012-09-26)  Twisted structure of a cyclic hexapeptide containing a combination of alternating L-Leu-D-Leu-Aib segments..  The Journal of organic chemistry,  77  ((20)): (9361-9365).  [PMID:23006337]
19. Michel Wagner,Leanne B Ohlund,Tze Chieh Shiao,Amélie Vézina,Borhane Annabi,René Roy,Lekha Sleno.  (2015-10-16)  Isotope-labeled differential profiling of metabolites using N-benzoyloxysuccinimide derivatization coupled to liquid chromatography/high-resolution tandem mass spectrometry..  Rapid communications in mass spectrometry : RCM,  29  ((18)): (1632-1640).  [PMID:26467115]
20. Sudeshna Kar,Arpita Dutta,M G B Drew,Pradyot Koley,Animesh Pramanik.  (2009-06-11)  Overlapping double turn conformations adopted by tetrapeptides containing non-coded alpha-amino isobutyric acid (Aib) and formation of tape-like structures through supramolecular helix mediated self-assembly..  Protein and peptide letters,  16  ((9)): (1063-1073).  [PMID:19508219]
21. Oak Z Chi,Christine Hunter,Xia Liu,Youngchan Chi,Harvey R Weiss.  (2010-11-26)  Effects of GABA(A) receptor blockade on regional cerebral blood flow and blood-brain barrier disruption in focal cerebral ischemia..  Journal of the neurological sciences,  301  ((1-2)): (66-70).  [PMID:21094956]
22. Jimmy Van den Eynden,Kristof Notelaers,Bert Brône,Daniel Janssen,Katherine Nelissen,Sheen Sahebali,Inge Smolders,Niels Hellings,Paul Steels,Jean-Michel Rigo.  (2011-02-26)  Glycine enhances microglial intracellular calcium signaling. A role for sodium-coupled neutral amino acid transporters..  Pflugers Archiv : European journal of physiology,  461  ((4)): (481-491).  [PMID:21350800]
23. Jamie E Elsila,Michael P Callahan,Daniel P Glavin,Jason P Dworkin,Hans Brückner.  (2011-03-23)  Distribution and stable isotopic composition of amino acids from fungal peptaibiotics: assessing the potential for meteoritic contamination..  Astrobiology,  11  ((2)): (123-133).  [PMID:21417942]
24. David B Shennan,Jean Thomson.  (2011-04-05)  Specificity of the volume-activated amino acid efflux pathway in cultured human breast cancer cells..  General physiology and biophysics,  30  ((1)): (45-51).  [PMID:21460411]
25. Md Shahidul Islam,Mohammed P I Bhuiyan,Md Nurul Islam,Tienabe Kipassa Nsiama,Naoto Oishi,Tamaki Kato,Norikazu Nishino,Akihiro Ito,Minoru Yoshida.  (2011-06-04)  Evaluation of functional groups on amino acids in cyclic tetrapeptides in histone deacetylase inhibition..  Amino acids,  42  ((6)): (2103-2110).  [PMID:21638021]
26. Shun-ichi Wada,Hirokazu Tsuda,Terumi Okada,Hidehito Urata.  (2011-08-31)  Cellular uptake of Aib-containing amphipathic helix peptide..  Bioorganic & medicinal chemistry letters,  21  ((19)): (5688-5691).  [PMID:21875799]
27. Yosuke Demizu,Yu-U Yabuki,Mitsunobu Doi,Yukiko Sato,Masakazu Tanaka,Masaaki Kurihara.  (2012-05-24)  Conformations of helical Aib peptides containing a pair of L-amino acid and D-amino acid..  Journal of peptide science : an official publication of the European Peptide Society,  18  ((7)): (466-475).  [PMID:22619002]
28. Hsiang-Wen Chen,Ko-Hsuan Shao,Shu-Jen Wang.  (2015-01-27)  Light-modulated seminal wavy roots in rice mediated by nitric oxide-dependent signaling..  Protoplasma,  252  ((5)): (1291-1304).  [PMID:25619895]
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