β-アラニン
β-アラニン · アブフェン · 3-アミノプロピオン酸 · β-アミノプロピオン酸 · 3-アミノプロパン酸 · βアラニン · 3-アミノプロピオン酸(β-アラニン) · Β‐アラニン
識別子と物理属性
| CAS No. | 107-95-9 |
|---|---|
| 分子式 | C3H7NO2 |
| 平均分子量 | 89.09 g/mol |
| 単同位体質量 | 89.04767847 g/mol |
| SMILES | NCCC(=O)O |
| InChIKey | UCMIRNVEIXFBKS-UHFFFAOYSA-N |
| PubChem CID | 239 |
| ChEMBL | CHEMBL297569 |
| ChEBI | CHEBI:16958 |
| EC No. | 203-536-5 |
| DTXSID | DTXSID0030823 |
| 現地名 | β-アラニン |
化学・物理的性質
| XLogP | -3 |
|---|---|
| 極性表面積 | 63.3 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 2 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 52 |
| LogP（分配係数） | -3.05 |
| 溶解度 | 545000545.0 mg/mLSoluble in waterInsoluble in ether and acetoneSlightly soluble (in ethanol)H2O: 1M at20℃、透明、無色水に溶けます (550g/L)。アルコールにわずかに溶ける。エーテル、アセトンに不溶。 |
| 融点 | 200200 °C202 °C (dec.)(lit.) |
| 蒸気圧 | 0.00000005 [mmHg] |
| Physical Description | Solid[Merck Index] White crystalline solid[Alfa Aesar MSDS]Colourless needles |
| Ionization Efficiency | Positive2.152.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Dissociation Constants | 10.23.63 (at 5 °C) |
| 沸点 | 237.1±23.0 °C(Predicted) |
| 密度 | 1,437 g/cm3 |
| 屈折率 | 1.4650 (estimate) |
| FEMA | 3252 | BETA-ALANINE |
| 引火点 | 204-206°C |
| 貯蔵条件 | Keep in dark place,Inert atmosphere,Room temperature |
| pKa（酸解離定数） | 3.55(at 25℃) |
| 外観・状態 | 結晶性粉末 |
| 色 | 白い |
| pH | 6.0-7.5 |
| 臭い | 100.00%で。無臭 |
| においのタイプ | 無臭 |
| 由来生物 | synthetic |
| Decomposition | 204-206 ºC |
| Merck | 14,205 |
| JECFA Number | 1418 |
| BRN | 906793 |
| 安定性 | 安定。乾いた状態に保ちます。 |
| 化粧品成分の機能 | 保湿剤 |
| InChI | 1S/C3H7NO2/c4-2-1-3(5)6/h1-2,4H2,(H,5,6) |
| InChIKey | UCMIRNVEIXFBKS-UHFFFAOYSA-N |
| SMILES | NCCC(O)=O || NCCC(O)=O |
| LogP（分配係数） | -0.882 (est) |
| CAS データベース | 107-95-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Beta-alanine(107-95-9) |
| EPAの化学物質情報 | .beta.-Alanine (107-95-9) |
化学的特性
This is a secondary amino acid, which is formed in vivo by the degradation of dihydrouracil and carnosine. Because neuronal uptake and neuronal receptor sensitivity to β-alanine have been demonstrated, the compound may be a false transmitter replacing GABA. A rare genetic disorder, hyper-β-alaninemia, has been reported. It is used as a flavor enhancer, flavoring agent, nutrient supplement or adjuvant. β-Alanine has a slightly sweet taste.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 98.5% (322 of 327) of all reports.Not ClassifiedReported as not meeting GHS hazard criteria by 322 of 327 companies (only 1.5% companies provided GHS information). For more detailed information, please visit ECHA C&L website.Aggregated GHS information provided per 327 reports by companies from 5 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 322 of 327 reports by companies.There are 4 notifications provided by 5 of 327 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 規制情報 | Chemical: .beta.-AlanineRegulation (EC) No 1831/2003 (amended)Status: Active Update: 02-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/2084Status: Active Update: 05-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27826.beta.-Alanine: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| 有害性の概要 | Safe when used as a flavoring agent in food[JECFA] May cause eye irritation[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Not Classified |
| 健康影響 | Chronically high levels of beta-alanine are associated with at least 2 inborn errors of metabolism including: GABA-Transaminase Deficiency and Methylmalonate Semialdehyde Dehydrogenase Deficiency. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UA2369200 |
| 税関コード | 29224920 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (9)-1554 |
| 危険表示 | Xi |
| 安全措置（S） | 24/25-36-26 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
β-アラニン(3-aminopropionic acid)：略号β-Ala．タンパク質構成成分としてではなく遊離の形で，またはパントテン酸，コエンザイムA，カルノシン，アンセリンなどのなかに含まれる．アクリル酸やアクリロニトリルとアンモニアから合成される．淡い甘味のある斜方晶系(水)．分解点197～198 ℃．水に易溶，有機溶媒に不溶．パントテン酸製造原料．
説明
β-Alanine (or beta-alanine) is a naturally occurring beta amino acid, which is an amino acid in which the amino group is at the β- position from the carboxylate group (i.e., two atoms away. The IUPAC name for β-alanine is 3-amino propanoic acid. Unlike its counterpart α-alanine, β-alanine has no stereocenter. β-Alanine is not used in the biosynthesis of any major proteins or enzymes. It is formed in vivo by the degradation of dihydrouracil and carnosine. It is a component of the naturally occurring peptides carnosine and anserine and also of pantothenic acid (vitamin B5), which itself is a component of coenzyme A. Under normal conditions, β-alanine is metabolized into acetic acid. β-Alanine is the rate-limiting precursor of carnosine, which is to say carnosine levels are limited by the amount of available β-alanine. Supplementation with β-alanine has been shown to increase the concentration of carnosine in muscles, decrease fatigue in athletes and increase total muscular work done.Typically, studies have used supplementing strategies of multiple doses of 400 mg or 800 mg, administered at regular intervals for up to eight hours, over periods ranging from 4 to 10 weeks . After a 10 - week supplementing strategy, the reported increase in intramuscular carnosine content was an average of 80.1% (range 18 to 205%).
天然物の起源
Reported to occur as a component in amino acids; carnosine, anserine, pantothenic acid
使用
β-Alanine is a naturally occurring beta amino acid. β-Alanine is formed in vivo by the degradation of dihydrouracil (D449990) and carnosine. β-Alanine is also the rate-limiting precursor of carnosine, as a result supplementation with β-alanine increases the concentration of carnosine in muscles.
一般的な説明
An N-blocked form of alanine.
製法・合成法
製造方法
By heating acrylic acid with concentrated aqueous ammonia under pressure, by addition of acrylonitrile to phthalimide or to ammonia; from β-aminopropionitrile, from succinimide by the Hofmann degradation.
純化方法
Crystallise β-alanine by dissolving it in a hot saturated aqueous solution, filtering, adding four volumes of absolute EtOH and cooling in an ice-bath. Recrystallise it in the same way and then finally, crystallise it from a warm saturated solution in 50% EtOH and adding four volumes of absolute EtOH with cooling in an ice-bath. The crystals are dried in a vacuum desiccator over P2O5. [Donovan & Kegeles J Am Chem Soc 83 255 1961, Beilstein 4 IV 2526.]