(2S)-2-azaniumylbutanoate

Base Information

• Chemical Name: (2S)-2-azaniumylbutanoate
• CAS No.: 1492-24-6
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• Hs Code.: 29224999
• Mol file: 1492-24-6.mol

Synonyms:(2S)-2-azaniumylbutanoate;L-2-aminobutyrate;(S)-2-Aminobutanoate;(2S)-2-aminobutanoate;(2S)-2-ammoniobutyrate;L-alpha-amino-n-butyrate;(2S)-2-ammoniobutanoate;L-alpha-aminobutyrate zwitterion;CHEBI:74359

Chemical Property of (2S)-2-azaniumylbutanoate

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 0.0579mmHg at 25°C
• Melting Point: 300 °C
• Refractive Index: 1.462
• Boiling Point: 215.2 °C at 760 mmHg
• PKA: 2.29(at 25℃)
• Flash Point: 83.9 °C
• PSA: 63.32000
• Density: 1.105 g/cm³
• LogP: 0.50860
• Storage Temp.: Store at RT.
• Solubility.: 22.7 g/100 mL (22°C)
• Water Solubility.: 22.7 g/100 mL (22 ºC)
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 66.6

Purity/Quality:

99% ^*data from raw suppliers

(S)-(+)-2-Aminobutyric Acid >99.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CC[C@@H](C(=O)[O-])[NH3+]
• Uses: aminobutyric acid is an amino acid with water-binding properties and possible anti-inflammatory capacities. L-(+)-2-Aminobutyric acid is used in the biosynthesis of nonribosomal peptides. It acts as a receptor antagonist. It is also used as a chiral reagent. Further, it is used in the determination of substrate of glutamyl cysteine acid synthase. In addition to this, it is also utilized as a drug intermediate. Receptor antagonist

Technology Process of (2S)-2-azaniumylbutanoate

There total 94 articles about (2S)-2-azaniumylbutanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

2-Oxobutyric acid (600-18-0) + benzylamine (100-46-9) → L-2-aminobutyric acid (1492-24-6) + benzaldehyde (100-52-7)

Guidance literature:

With (S)-specific ω-transaminase from Paracoccus denitrificans; In water; for 5h; pH=7; Concentration; optical yield given as %ee; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/adsc.201000601

Reference yield:

L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + benzylamine (100-46-9) → L-2-aminobutyric acid (1492-24-6) + benzaldehyde (100-52-7)

Guidance literature:

With cloned and overexpressed threonine deaminase from Escherichia coli; (S)-specific ω-transaminase from Paracoccus denitrificans; In water; for 5h; pH=7; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/adsc.201000601

Reference yield:

S-adenosylselenohomocysteine selenoxide (21127-35-5,29907-86-6,29907-90-2,29907-91-3,60018-83-9) → L-2-aminobutyric acid (1492-24-6) + homocysteine sulfenic acid (62990-46-9) + C10H13N5O4S + 5'-deoxyadenosine (4754-39-6) + S-(5'-adenosyl)-L-homocysteine (979-92-0)

Guidance literature:

With sodium dithionite; reconstituted tryptophan lyase NosL; L-Tryptophan; Enzymatic reaction;

DOI:10.1021/acs.biochem.8b00844

upstream raw materials:

(2R)-2-bromobutanoic acid

L-threonine

L-methionine

2-formamidobutanoic acid

Downstream raw materials:

(4S)-4-ethyl-1,3-oxazolidine-2,5-dione

(S)-2-aminobutan-1-ol

(2S)-2-hydroxybutanoic acid

(S)-2-bromobutanoic acid

Refernces

• 1、 Ogawa, Jun,Yamanaka, Hiroyuki,Mano, Junichi,Doi, Yuko,Horinouchi, Nobuyuki,Kodera, Tomohiro,Nio, Noriki,Smirnov, Sergey V.,Samsonova, Natalya N.,Kozlov, Yury I.,Shimizu, Sakayu. "Synthesis of 4-hydroxyisoleucine by the aldolase-transaminase coupling reaction and basic characterization of the aldolase from Arthrobacter simplex AKU 626". . p. 1607 - 1615. Retrieved 2007.
• 2、 Chenault, H. Keith,Kim, Mahn-Joo,Akiyama, Alan,Miyazawa, Toshifumi,Simon, Ethan S.,Whitesides, George M.. "Enzymatic Routes to Enantiomerically Enriched 1-Butene Oxide". . p. 2608 - 2611. Retrieved 1987.
• 3、 Vogler. "-". . p. 1766. Retrieved 1947.
• 4、 Shiraiwa, Tadashi,Yoshida, Hirokazu,Tsuda, Makoto,Kurokawa, Hidemoto. "Racemic Structures of Organic Ammonium Salts of N-Acetyl-DL-2-aminobutyric Acid and N-Acetyl-DL-norvaline and Optical Resolution by Preferential Crystallization of DL-Ammonium Salts". . p. 947 - 952. Retrieved 1987.
• 5、 Gunasekera, Sarath P.,Ritson-Williams, Raphael,Paul, Valerie J.. "Carriebowmide, a new cyclodepsipeptide from the marine cyanobacterium Lyngbya polychroa". . p. 2060 - 2063. Retrieved 2008.
• 6、 Meng, Li-Jun,Liu, Ya-Yun,Zhou, Hai-Sheng,Yin, Xin-Jian,Wu, Jian-Ping,Wu, Mian-Bin,Xu, Gang,Yang, Li-Rong. "Driving Transamination Irreversible by Decomposing Byproduct Α-Ketoglutarate into Ethylene Using Ethylene-Forming Enzyme". . p. 3309 - 3314. Retrieved 2018.
• 7、 Shah,Schafer,Recchia,Polach,LeMaster. "Enantiomeric conversion of racemic amino acid mixtures via an oxidase- aminotransferase coupled system". . p. 29 - 32. Retrieved 1994.
• 8、 Jiang, Hong,Yang, Kuiwei,Zhao, Xiangxiang,Zhang, Wenqiang,Liu, Yan,Jiang, Jianwen,Cui, Yong. "Highly Stable Zr(IV)-Based Metal-Organic Frameworks for Chiral Separation in Reversed-Phase Liquid Chromatography". supporting information. p. 390 - 398. Retrieved 2021/01/13.
• 9、 Diao, Shiqing,Jiang, Shuiqin,Liu, Yan,Sun, Yangyang,Wang, Hualei,Wang, Liuzhu,Wei, Dongzhi. "Rational engineering ofAcinetobacter tandoiiglutamate dehydrogenase for asymmetric synthesis ofl-homoalanine through biocatalytic cascades". . p. 4208 - 4215. Retrieved 2021/06/30.