기본 정보
- 표준 SMILES
O=C(ON1C(=O)CCC1=O)C1CCC(CN2C(=O)C=CC2=O)CC1- InChIKey
JJAHTWIKCUJRDK-UHFFFAOYSA-N- 분자식
- C16H18N2O6
- 평균 분자량
- 334.32 g/mol
- 단동위원소 질량
- 334.1164863
개요
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.
이름 및 식별자
- 우선 이름
- Succinimidyl 4-(N-maleimidomethyl)cyclohexanecarboxylate
- IUPAC
- (2,5-dioxopyrrolidin-1-yl) 4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carboxylate
- 현지명
- N-숙신이미딜4-(N-말레이미도메틸)시클로헥산-1-카르복실레이트
- 영어명
- SMCC crosslinker
- 분자식
- C16H18N2O6
- 분자량
- 334.32
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- 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
물성
구조 계산 물성
- XLogP
- -0.1
- 극성 표면적
- 101 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 6
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 24
- 형식 전하
- 0
- 복잡도
- 598
물리화학적 성질
- 녹는점
- 180 · 180-182 °C (lit.)
- 끓는 점
- 501.7 · 501.7±42.0 °C(Predicted)
- 밀도
- 1.42 · 1.42±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · -20°C
- 용해도
- 50 mg/mL · 클로로포름: 50mg/mL
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- -2.24 · -2.24±0.20(Predicted)
- 색상
- 흰색에서 황백색까지
- 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
화학적 성질
White Crystalline Solid
안전 및 규제
GHS 분류
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]
유해성 정보
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (100%)
안전 데이터
- wgk
- 3
- HS 번호
- 29280000
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-60-37
- F 고인화성물질
- 10-21
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요SMCC 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.
용도A 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.
일반 설명4-(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.
상·하류 제품 정보
하류 제품
공급사50 곳
추가 설명
정의ChEBI: 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.
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