基本情報
- CAS
75621-03-3- 標準SMILES
C[C@H](CCC(=O)NCCC[N+](C)(C)CCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C- InChIKey
UMCMPZBLKLEWAF-BCTGSCMUSA-N- 分子式
- C32H58N2O7S
- 平均分子量
- 614.9 g/mol
- 単同位体質量
- 614.39647337
概要
3-[(3-cholamidopropyl)dimethylammonio]propane-1-sulfonate is an ammonium betaine. It is functionally related to a cholic acid. It is a conjugate base of a 3-[(cholamidopropyl)dimethylammonio]-1-propanesulfonate.
名称と識別子
- 優先名称
- 3-((3-Cholamidopropyl)dimethylammonio)-1-propanesulfonate
- IUPAC
- 3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]propane-1-sulfonate
- 現地名
- 3-[(3-コラミドプロピル)ジメチルアンモニオ]-1-プロパンスルホナート
- 英語名
- CHAPS
- 分子式
- C32H58N2O7S
- 分子量
- 614.88
名称と別名
CHAPS75621-03-33-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]-1-PROPANESULFONATEQBP25342AG1-Propanaminium, N,N-dimethyl-3-sulfo-N-(3-(((3alpha,5beta,7alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)propyl)-,hydroxide, inner salt3-(3-cholamidopropyl)dimethylammoniumpropane sulfonate1-Propanaminium, N,N-dimethyl-N-(3-sulfopropyl)-3-(((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)-, hydroxide, inner saltCholic acid sulfobetaine1-propanaminium, N,N-dimethyl-3-sulfo-N-(3-(((3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxy-24-oxocholan-24-yl)amino)propyl)-, hydroxide, inner salt3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]ammonio]propane-1-sulfonate3-((3-Cholamidopropyl)dimethylammonio)-1-propanesulfonate3-(dimethyl-(3-(((4R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)pentanoyl)amino)propyl)ammonio)propane-1-sulfonate
物性
構造計算による物性
- XLogP
- 2.9
- 極性表面積
- 155 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 7
- 回転可能結合数
- 11
- 重原子数
- 42
- 形式電荷
- 0
- 複雑度
- 1,030
実験および物理化学的性質
Chemical ClassesOther Uses -> Biochemical Research
Physical DescriptionSolid; [Merck Index] White crystalline powder; [Amresco MSDS]
物理化学的性質
- 融点
- 156 · 156-158°C (dec.)
- 比重(密度)
- 1.01 g/mL · 1.01 g/mL at 20 °C
- 屈折率
- 1.69 · 1.6900 (estimate)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 2 O: · H2O: 50mg/mL at20℃ 無色透明
- 外見
- 結晶性粉末
- 色
- 白い
- 臭い (Odor)
- 無臭
- PH
- 6 · 6 (100g/L in H2O)
- 水溶解度
- 水に溶けます (10 mg/ml)。 DMF および熱メタノールに可溶。
- Merck
- 2044 · 2044
- 安定性
- 湿気に敏感: 吸湿性
- InChIKey
- UMCMPZBLKLEWAF-RFCNGIAKSA-N
- SMILES
- C[C@H](CCC(=O)NCCC[N+](C)(C)CCCS([O-])(=O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
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
This chemical does not meet GHS hazard criteria for 0.6% (1 of 181) of reports.
Warning
H315 (98.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 181 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information3-[(3-Cholamidopropyl)-dimethylammonio]-propane-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Amresco MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (98.3%)
安全データ
- F
- 3-10
- wgk
- 3
- hs_code
- 29239000
- risk_code
- 36/37/38-61
- hazard_code
- Xi,T
- safety_code
- 26-36-45-53
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
MeSH Pharmacological Classification
Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.
用途と製造
UsesUsed as a non-denaturing biological detergent; [Merck Index]
応用分野
使用CHAPS is a zwitterionic nondenaturing detergent for solubilizing membrane proteins. It is used in the laboratory to dissolve biological macromolecules such as proteins. It acts as a non-denaturing solvent used in purification of membrane proteins. It is also useful in conjunction with nonionic detergents like Triton X-100. Further, it is used as a non-denaturing zwitterionic detergent for membrane biochemistry.
一般的な説明CHAPS is a stabilizing agent that can be used to prevent aggregation, precipitation or proteolysis of proteins in solution.
調製方法
純化方法Triturate this zwitterionic detergent (~50g) with MeOH (200ml), then triturate it with Me2CO (500mL), collect it by vacuum filtration and dry it thoroughly at ~20o. Recrystallise it at 0o from absolute MeOH followed by drying in vacuo to constant weight. It should give one spot with RF 0.32 by TLC on silica gel G in 95% MeOH/5% NH4OH and visualized with iodine vapour; the tertiary amine precursor has RF 0.40. It has low UV absorption (1% in H2O: A280nm is 0.029 and A260nm is 0.035), and the CMC (critical micellar concentration) is 8mM. It is soluble in H2O, MeOH, Me2SO but insoluble in Me2CO, MeCN, hexane, toluene and xylene. [Hjelmeland et al. Anal Biochem 130 72 1983, Matuo et al. Methods Enzymol 198 155 1991.] CHAPSO (3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate betaine) [82473-24-3] M 630.89, m 184-196o, [ ] D +19o (c 2, H2O), pKEst (1) ~<2 (acidic), pKEst(2) ~9 (basic). Dissolve this zwitterionic detergent (~ 60g) in 40% aqueous MeOH and stir it with the mixed-bed ion-exchange resin RG-501 x 8 (100g, Bio-Rad) until the pH of the supernatant is ~ 7. Filter off the resin and evaporate the filtrate to dryness under reduced pressure. Check for homogeneity by TLC on silica gel G in 95% MeOH/5% NH4OH and visualize the spot with iodine vapour (see CHAPS above). [Hjelmeland et al. Anal Biochem 130 72 1983, Matuo et al. Methods Enzymol 198 155 1991.]
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