基本情報
- CAS
64987-85-5- 標準SMILES
O=C(ON1C(=O)CCC1=O)C1CCC(CN2C(=O)C=CC2=O)CC1- InChIKey
JJAHTWIKCUJRDK-UHFFFAOYSA-N- 分子式
- C16H18N2O6
- 平均分子量
- 334.32 g/mol
- 単同位体質量
- 334.1164863
概要
Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate is an N-hydroxysuccinimide ester derived from 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid. It is a N-hydroxysuccinimide ester and a member of maleimides.
名称と識別子
- 優先名称
- Succinimidyl 4-(N-maleimidomethyl)cyclohexanecarboxylate
- IUPAC
- (2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate
- 現地名
- 4-(N-マレイミドメチル)シクロヘキサンカルボン酸N-スクシンイミジル
- 英語名
- SMCC crosslinker
- 分子式
- C16H18N2O6
- 分子量
- 334.32
名称と別名
名称をさらに表示
データベース識別子
- CAS
64987-85-5- PubChem CID
- 125175
- DTXSID
DTXSID30215307- ChEBI
CHEBI:63174- UNII
- B357P1G1IF
- EC Number
- 613-734-7、694-914-2
- Nikkaji
- J416.284F、J555.938C
物性
構造計算による物性
- XLogP
- -0.1
- 極性表面積
- 101 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 6
- 回転可能結合数
- 5
- 重原子数
- 24
- 形式電荷
- 0
- 複雑度
- 598
物理化学的性質
- 融点
- 180 · 180-182 °C (lit.)
- 沸点
- 501.7 · 501.7±42.0 °C(Predicted)
- 比重(密度)
- 1.42 · 1.42±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 50 mg/mL · クロロホルム: 50 mg/mL
- 外見
- 粉
- 酸解離定数(Pka)
- -2.24 · -2.24±0.20(Predicted)
- 色
- ホワイトからオフホワイト
- BRN
- 1555271 · 1555271
- InChI
- InChI=1S/C16H18N2O6/c19-12-5-6-13(20)17(12)9-10-1-3-11(4-2-10)16(23)24-18-14(21)7-8-15(18)22/h5-6,10-11H,1-4,7-9H2
- InChIKey
- JJAHTWIKCUJRDK-UHFFFAOYSA-N
- SMILES
- C1(C(ON2C(=O)CCC2=O)=O)CCC(CN2C(=O)C=CC2=O)CC1
- CAS データベース
- 64987 · 64987-85-5(CAS DataBase Reference)
化学的性質
化学的特性White Crystalline Solid
安全と法規制
GHS分類
GHS Classification
Warning
H315 (100%): 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 82 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
危険有害性情報
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (100%)
安全データ
- F
- 10-21
- wgk
- 3
- hs_code
- 29280000
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-60-37
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
説明SMCC crosslinker is a hetero-bifunctional crosslinker that contain N-hydroxysuccinimide (NHS) ester and maleimide groups that allow covalent conjugation of amine- and sulfhydryl-containing molecules. SMCC crosslinker must be dissolved in an organic solvent, such as DMSO or DMF, and then can be added to an aqueous crosslinking reaction. SMCC crosslinking reagent is permeable across the lipid bilayer of the cell membrane and can be used to crosslink intracellular proteins and peptides.
使用A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. It conjugates anti-digoxin F(abTaIII)2 fragments to l-B-galactosidase. Conjugates hIgG to alkaline phosphatase.Spacer Arm: 11.6 Angstroms.
一般的な説明4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is a heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. It is typically coupled initially to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5). The second coupling is specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). SMCC contains nine atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.
上流・下流製品情報
下流製品
サプライヤー100 社
補足説明
定義ChEBI: Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate is an N-hydroxysuccinimide ester derived from 4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid. It is a member of maleimides and a N-hydroxysuccinimide ester.
関連反応
化合物ノート
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