N-숙신이미딜4-(N-말레이미도메틸)시클로헥산-1-카르복실레이트

Succinimidyl 4-(N-maleimidomethyl)cyclohexanecarboxylate

HCID 125175CAS 64987-85-5

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

64987-85-5N-Smc-carboxylateB357P1G1IFN-(4-Carboxycyclohexylmethyl)maleimide N-hydroxysuccinimide esterN-Hydroxysuccinimidyl 4-(N-maleimidomethylcyclohexane)-1-carboxylateDTXSID30215307N-Succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylic acid1H-Pyrrole-2,5-dione, 1-((4-(((2,5-dioxo-1-pyrrolidinyl)oxy)carbonyl)cyclohexyl)methyl)-Succinimidyl 4-(N-maleimidomethyl)cyclohexanecarboxylateSMCC compoundRefChem:394650DTXCID90137798
이름 더 보기
N-숙신이미딜4-(N-말레이미도메틸)시클로헥산-1-카르복실레이트N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, SMCCNSC 344483LKAR3-RM1SMCC,98%SMCC[573114]25MG/100MG/10G
SMCC71875-81-52,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylateTRANS-4-(MALEIMIDOMETHYL)CYCLOHEXANECARBOXYLIC ACID-NHSN-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylateSMCC crosslinkerN-Succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylatetrans-2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate

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

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

화학적 성질

White Crystalline Solid

안전 및 규제

GHS 분류

GHS Classification · 6건

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 · 2건

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

화학 및 산업

응용 분야 · 3건

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

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]

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.

관련 반응

12건

연결된 노트

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