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1-Maleinimido-3-oxo-7,10,13,16-tetraoxa-4-azanonadecan-19-oic acid succinimidyl ester

HCID 51340950
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
756525-99-2
Standard SMILES
O=C(CCN1C(=O)C=CC1=O)NCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O
InChIKey
XSRYGQJQNPJNKZ-UHFFFAOYSA-N
Molecular formula
C22H31N3O11
Average molar mass
513.5 g/mol
Monoisotopic mass
513.19585881

Names & identifiers

Preferred name
1-Maleinimido-3-oxo-7,10,13,16-tetraoxa-4-azanonadecan-19-oic acid succinimidyl ester
IUPAC
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
English name
Maleimide-PEG4-NHS Ester
Molecular formula
C22H31N3O11
Molecular weight
513.49

Names & synonyms

1-Maleinimido-3-oxo-7,10,13,16-tetraoxa-4-azanonadecan-19-oic acid succinimidyl esterRefChem:433407804-947-8756525-99-2Mal-amido-PEG4-NHSMal-amido-PEG4-NHS ester2,5-dioxopyrrolidin-1-yl 19-(2,5-dioxo-2H-pyrrol-1(5H)-yl)-17-oxo-4,7,10,13-tetraoxa-16-azanonadecan-1-oatemonodisperse Mal-PEG4-NHS-esterMaleimide-PEG4-NHS EsterMFCD11041113Maleimide-NH-PEG4-CH2CH2COONHS EsterAlpha-Maleimidopropionyl-Omega-succinimidyl-4(ethylene glycol)
Show more names
Mal-PEG4-NHS2,5-dioxopyrrolidin-1-yl 1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-oxo-7,10,13,16-tetraoxa-4-azanonadecan-19-oateMal-PEG4-SPAN-SuccinimMAL-PEG4-PA-NHSMAL-DPEG4-NHS EsterBMPA-PEG4-NHS Ester
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]propanoateO-[N-(3-Maleimidopropionyl)aminoethyl]-O inverted exclamation marka-[3-(N-succinimidyloxy)-3-oxopropyl]triethylene glycol3-(2-Maleimidoethylcarbamoyl)-peg4-propionic acid N-hydroxysuccinimide ester3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-{15-[(2,5-dioxopyrrolidin-1-yl)oxy]-15-oxo-3,6,9,12-tetraoxapentadecan-1-yl}propanamideMal-NH-PEG4-NHSMal-DPEG(4)-NHSAlpha-MaleimidoMAL-NH-PEG4-NHS ESTER

Database identifiers

CAS
756525-99-2
PubChem CID
51340950
DTXSID
DTXSID90679820
EC Number
804-947-8
Nikkaji
J3.477.121I

Properties

Computed structural properties

XLogP
-2.9
Topological polar surface area
167 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
11
Rotatable bonds
20
Heavy atoms
36
Formal charge
0
Complexity
796

Physicochemical properties

Density
1.36 · 1.36±0.1 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
solubility
Soluble in DMSO
form
Solid
pka
15.01 · 15.01±0.46(Predicted)
color
White to off-white
InChI
InChI=1S/C22H31N3O11/c26-17(5-8-24-18(27)1-2-19(24)28)23-7-10-33-12-14-35-16-15-34-13-11-32-9-6-22(31)36-25-20(29)3-4-21(25)30/h1-2H,3-16H2,(H,23,26)
InChIKey
XSRYGQJQNPJNKZ-UHFFFAOYSA-N
SMILES
C(ON1C(=O)CCC1=O)(=O)CCOCCOCCOCCOCCNC(=O)CCN1C(=O)C=CC1=O
UNSPSC Code
12352200 · 12352200
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319
Precautionary statements
261 · P261-P305+P351+P338
PPE
95 · Eyeshields, Gloves, type N95 (US)
WGK Germany
3 · 3
HS Code
2928009090 · 2928009090
Storage Class
10 · 10 - Combustible liquids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS ClassificationNot Classified

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
2928009090
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
10 - Combustible liquids
Hazard statements
H302-H315-H319
Precautionary statements
P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

DescriptionMal-amido-PEG4-NHS is a PEG linker containing a maleimide group and an NHS ester. The hydrophilic PEG spacer increases solubility in aqueous media. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.

UsesMaleimide-PEG4-NHS (CAS# 756525-99-2) is a cross-linking compound used in the lysosomal acid-triggered release of anticancer drugs.

General DescriptionMaleimide-PEG4-NHS Ester (CAS 756525-99-2) is a high-purity, monodisperse polyethylene glycol (PEG) derivative. Its synonyms include Mal-amido-PEG4-NHS, Mal-amido-PEG4-NHS ester, Mal-NH-PEG4-NHS, MAL-NH-PEG4-NHS ESTER and Mal-NH-PEG4-CH₂CH₂COONHS, amongst others. This compound possesses three key functional groups: the Mal group, the PEG4 chain and the NHS ester. The Mal group is capable of forming covalent bonds with thiol groups without affecting the overall structure of the protein; the NHS ester enhances reactivity with primary amine groups, facilitating the formation of stable amide bonds; whilst PEG4 improves the hydrophilicity and biocompatibility of the conjugate, whilst also reducing aggregation and immunogenicity. Consequently, this substance is primarily used in the synthesis of protein conjugates, drug delivery research, diagnostic testing and materials science.

Upstream & downstream products

Upstream raw materials

Mal-Amido-PEG4-acid15-(Boc-amino)-4,7,10,13-tetraoxapentadecanoic acid3-Maleimidopropionic acidN-Succinimidyl 3-maleimidopropionateN-Hydroxysuccinimide

Suppliers100 total

吉林省创力生物科技有限公司19396231124 19396231124 · [email protected]
浙江博美生物技术有限公司0573-82623377 18967387295 · [email protected]
Changsha Morning Shine Co., Ltd.+86-13751227286 · [email protected]
成都翰唯生物科技有限公司17360178904 18217049878
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州新迈德医药科技有限公司0571-56361269 17721302038 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
广州鸿远生物科技有限公司15817493340 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
扬州济德康瑞生物科技有限公司15029750239 · [email protected]
上海药诚医药科技合伙企业(有限合伙)400-6181121 18616381138 · [email protected]
成都普康生物科技有限公司156 18217049878 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
南通菡芳生物科技有限公司[email protected] 18017580634 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
上海柏卡化学技术有限公司400-026-1533/(021) 6478-0600 · [email protected]
常州科化生物科技有限公司0519-68985668 13685222090 · [email protected]
长沙晨辰医药科技有限公司189-75832125 13397510867 · [email protected]
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
湖北魏氏化学试剂股份有限公司17771898297 13125137661 · [email protected]
吉林中科研伸科技有限公司18143011203 · [email protected]
ChemPep, Inc.+1 (888) 615-9178 / (561) 791-8787 · [email protected]
Science Care Ningbo Co.,Ltd+86-574-87260203 +86-18368238604 · [email protected]
吉林中科研伸科技有限公司0431-80514535 19917294565 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
武汉翱联生物科技有限公司15841022315 15841022315 · [email protected]
苏州爱玛特生物科技有限公司0512-56316828 4008675858 · [email protected]
浙江瑞奥生物科技有限公司82087565 15757883359 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
武汉翱飞科技有限公司15841022315 · [email protected]
LAURENT+86-18100176782 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
厦门赛诺邦格生物科技股份有限公司400-9189898 17359873007 · [email protected]
湖南华腾制药有限公司400-8592883 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
河南东元化工科技有限公司16696119288 · [email protected]
上海研纷生化科技有限公司13611955358 15002190549 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
铜陵恒优生物科技有限公司021-50426030 13856289449;13124863828 · [email protected]
Xian confluore Biological Technology Co., Ltd.+86-15680926068 · [email protected]
南京政琦科技有限公司19853943728 19853943728 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
南京世洲生物科技有限公司025-85563444 18351873721 · [email protected]
武汉博仁凯润药业有限公司027-65563561 · [email protected]
长沙博诺新材料科技有限公司18191076804 · [email protected]

Related reactions

5 records
New reaction record
HRID 63720 reaction equation
HRID 63720As reactantuspto-grants-2016_09
HRID 63729 reaction equation
HRID 63729As reactantuspto-grants-2016_09
HRID 63738 reaction equation
HRID 63738As reactantuspto-grants-2016_09
HRID 63743 reaction equation
HRID 63743As reactantuspto-grants-2016_09
HRID 63749 reaction equation
HRID 63749As reactantuspto-grants-2016_09

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes