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N,N-ジ(2-ヒドロキシエチル)グリシン

Bicine

HCID 8761
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
150-25-4
標準SMILES
O=C(O)CN(CCO)CCO
InChIKey
FSVCELGFZIQNCK-UHFFFAOYSA-N
分子式
C6H13NO4
平均分子量
163.17 g/mol
単同位体質量
163.0844579

概要

N,N-bis(2-hydroxyethyl)glycine is a bicine that is a Good's buffer substance, pKa = 8.35 at 20 C. It is a conjugate acid of a [bis(2-hydroxyethyl)amino]acetate. It is a tautomer of a [bis(2-hydroxyethyl)ammonio]acetate.

名称と識別子

優先名称
Bicine
IUPAC
2-[bis(2-hydroxyethyl)amino]acetic acid
現地名
N,N-ジ(2-ヒドロキシエチル)グリシン
英語名
Bicine
分子式
C6H13NO4
分子量
163.17

名称と別名

Bicine150-25-4N,N-Bis(2-hydroxyethyl)glycineDiethylolglycineDiethanol glycineDihydroxyethylglycineBiceneGlycine, N,N-bis(2-hydroxyethyl)-2-(bis(2-hydroxyethyl)amino)acetic acidN,N-Dihydroxyethyl glycineN,N-DihydroxyethylglycineDHEG
名称をさらに表示
N,N-ジ(2-ヒドロキシエチル)グリシンジエタノールグリシンN,N-ビス(2-ヒドロキシエチル)グリシンN,N-ビス(2-ヒドロキシエチル)アミノ酢酸ビス(2-ヒドロキシエチル)アミノ酢酸2-[ビス(2-ヒドロキシエチル)アミノ]酢酸ビシン【ジエタノールグリシン】N,N-ジヒドロキシエチルグリシンビシンN,N‐ビス(2‐ヒドロキシエチル)グリシンN,N-ビス(2-ヒドロキシエチル)グリシン BICINEビシンBICINE 分子生物学用BICINE BUFFERN,N-DI(2-HYDROXYETHYL)GLYCINEBIClNEBicirneBiobufferBICINE, 99+%1.0 M BICINEFe-3-Specific
2-[bis(2-hydroxyethyl)amino]acetic aciddi(hydroxyethyl)glycine1J484QFI1ONSC-7342NSC-7512CHEBI:40957RefChem:568038CHEBI:39065

データベース識別子

CAS
150-25-4
PubChem CID
8761
DTXSID
DTXSID3041669
ChEMBL
CHEMBL1231251
ChEBI
CHEBI:40957
UNII
1J484QFI1O
EC Number
205-755-1
Nikkaji
J39.915I

物性

構造計算による物性補完中

XLogP
-3.8
極性表面積
81 Ų
水素結合供与体数
3
水素結合受容体数
5
回転可能結合数
6
重原子数
11
形式電荷
0
複雑度
111

実験および物理化学的性質

Chemical ClassesOther Uses -> Biological Buffers
DrugsPharmaceuticals -> Listed in ZINC15
Physical Description · 2 件

Solid; [Merck Index] White crystalline powder; [Alfa Aesar MSDS]

Solid

物理化学的性質

融点
190 °C · 190 °C (dec.)(lit.)
沸点
290.25 °C · 290.25°C (rough estimate)
比重(密度)
1.05 g/mL · 1.05 g/mL at 20 °C
蒸気圧
0.002 · 0.002-0.007Pa at 20-25℃
屈折率
1.424 · 1.4240 (estimate)
貯蔵温度
room temp
溶解性
2 O: · H2O: 1M at20℃、透明、無色
外見
粉
色
白い
PH
4 · 4.0-5.5 (25℃, 1M in H2O)
酸解離定数(Pka)
8.3 · 8.3(at 25℃)
水溶解度
溶ける
Merck
14 · 14,1201

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 97.6% (124 of 127) of all reports.

Not Classified

Aggregated GHS information provided per 127 reports by companies from 4 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: Glycine, N,N-bis(2-hydroxyethyl)-

Status: Active Update: 23-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23693

Glycine, N,N-bis(2-hydroxyethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryCauses changes in tubules (including acute renal failure and necrosis) in intraperitoneal lethal-dose studies of mice (LD50 = 1,540 mg/kg); [RTECS] May cause irritation; [Alfa Aesar MSDS] See Glycine.
Hazard Classes and CategoriesNot Classified

毒性情報

Adverse EffectsNephrotoxin - The chemical is potentially toxic to the kidneys in the occupational setting.

安全データ

F
3-10
wgk
3
tsca
TSCA listed
rtecs
MB9700000
毒性
mouse,LD50,intraperitoneal,1540mg/kg (1540mg/kg),KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)",Revue d'Epidemiologie, Medecine Sociale et Sante Publique. Vol. 10, Pg. 391, 1962.

化学と産業

薬理情報

Tissue LocationsProstate

用途と製造

UsesUsed as a buffer and chelating agent; [Merck Index] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
General Manufacturing InformationGlycine, N,N-bis(2-hydroxyethyl)-: ACTIVE
応用分野 · 2 件

説明Bicine is an amino acid that results from amine degradation due to the presence of oxygen and/or sulfur dioxide. The amine solvents that undergo this degradation are MDEA, DEA, TEA, and mixed amine solvents containing any of these amines. As a zwitterionic amino acid buffer agent, bicine is active in the pH 7.6-9.0 range (pKa of 8.26 at 25°C). Bicine is a recommended buffer for low-temperature biochemical work. It is used for the preparation of stable substrate solution for serum guanase determination. It can be used as a nitrogenous strength enhancer to regulate cement hydration and improve cement properties. Studies have found that bicine significantly changes the morphology of portlandite crystals from a parallel-stacked lamellar shape to a distorted one and also decreases the pore size of the hardened cement paste at an early age[1]. In particular, bicine could promote the rapid formation of β-sheet-rich amyloid-β fibrils[2].

使用A zwitterionic amino acid buffer agent used for low temperature work. The use of bicine in a thin layer ion exchange chromatography method for protein resolution has been published. Bicine has been utilized in peptide and protein crystallization. A kinetic study of a quaternary transition-state analogue complex of creatine kinase used bicine in the reaction buffer. A multiphasic buffer system for SDS-PAGE of proteins and peptides that incorporates bicine has been described.

調製方法 · 1 件

関連反応

12 件
反応記録を作成
HRID 247013 の反応式
HRID 247013反応物としてuspto-grants-1987_11
HRID 439597 の反応式
HRID 439597生成物としてuspto-grants-1996_05
HRID 439598 の反応式
HRID 439598反応物としてuspto-grants-1996_05
HRID 479843 の反応式
HRID 479843生成物としてuspto-grants-2003_11
HRID 1081286 の反応式
HRID 1081286生成物としてuspto-grants-1996_12
HRID 1081287 の反応式
HRID 1081287反応物としてuspto-grants-1996_12
HRID 1735660 の反応式
HRID 1735660反応物としてuspto-grants-1996_07
HRID 1899865 の反応式
HRID 1899865生成物としてuspto-grants-1996_11
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
BRN
1769362 · 1769362
InChI
1S/C6H13NO4/c8-3-1-7(2-4-9)5-6(10)11/h8-9H,1-5H2,(H,10,11)
InChIKey
FSVCELGFZIQNCK-UHFFFAOYSA-N
SMILES
OCCN(CCO)CC(O)=O
LogP
2.3 at · 2.3 at 20℃ and pH7
表面張力
72.2 mN/m · 72.2mN/m at 1g/L and 20℃
CAS データベース
150 · 150-25-4(CAS DataBase Reference)
EPAの化学物質情報
Bicine (150-25-4)
Absorption
0.05 at · ≤0.05 at 260 in H2O at 1M≤0.05 at 280 in H2O at 1M
化学的性質 · 1 件

化学的特性Bicine is a white/clear crystalline powder that is somewhat soluble in water. It contains an amino group, carboxyl group, and two hydroxyl units in its structure, making it highly polar. It is often used as a biological buffer and chelating agent.

hs_code
29225000
risk_code
20/21/22-36/37/38
化審法
(2)-1287
hazard_code
Xn
safety_code
24/25-36-26
ストレージクラス
11 - Combustible Solids

純化方法Dissolve bicine in a small volume of hot water and precipitate it with EtOH, twice. Repeat once more but treat the aqueous solution with charcoal Purification of Biochemicals — Amino Acids and Peptides and filter before adding EtOH. Also crystallise it from concentrated aqueous solutions. [Torn & Kolthoff J Am Chem Soc 77 2061 1955, Chaberek et al. J Am Chem Soc 75 2185 1953, Beilstein 4 IV 2390.]