DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS

Product Name: DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS
CAS No.: 1393350-27-0
Chemical Name: DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS
Synonyms: DBCO-NHS ester 3;DBCO-C5-NHS-ester;DBCO-NHS ester 3 (DIBAC-NHS);DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS;2,5-Dioxo-1-pyrrolidinyl 11,12-didehydro-δ-oxodibenz[b,f]azocine-5(6H)-pentanoate;Dibenz[b,?f]azocine-5(6H)-pentanoic acid, 11,?12-didehydro-δ-oxo-, 2,5-dioxo-1-pyrrolidinyl ester;(2,5-Dioxopyrrolidin-1-yl) 5-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-5-oxopentanoate
CBNumber: CB43358339
Molecular Formula: C24H20N2O5
Formula Weight: 416.43
MOL File: 1393350-27-0.mol

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DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Property

Boiling point:: 679.2±65.0 °C(Predicted)
Density: 1.40±0.1 g/cm3(Predicted)
form: Solid
pka: -0.19±0.20(Predicted)
color: White to off-white
InChI: InChI=1S/C24H20N2O5/c27-21(10-5-11-24(30)31-26-22(28)14-15-23(26)29)25-16-19-8-2-1-6-17(19)12-13-18-7-3-4-9-20(18)25/h1-4,6-9H,5,10-11,14-16H2
InChIKey: CFQHVJJWCDJMLI-UHFFFAOYSA-N
SMILES: C(N1CC2=CC=CC=C2C#CC2=CC=CC=C12)(=O)CCCC(=O)ON1C(CCC1=O)=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Chemical Properties,Usage,Production

Uses

DBCO-NHS ester 3 (Compound 12) is a cleavable linker that is used for making antibody-drug conjugate (ADC). DBCO-NHS ester 3 is a derivative of Dibenzylcyclooctyne (DBCO) obtained by activation of N-hydroxysuccinimide by the carboxylic acid moiety of both methyl-oxanorbornadiene (MeOND) and dibenzoazacyclooctyne (DIBAC)[1][2]. DBCO-NHS ester 3 is a click chemistry reagent, it contains a DBCO group that can undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing Azide groups.

IC 50

Cleavable Linker

References

[1] Silvie A. Meeuwissen, et al. Copper-free click chemistry on polymersomes: pre- vs. post-self-assembly functionalization. Polymer Chemistry. 2012, 3: 1783-1795.
[2] Tang F, et al. Chemoenzymatic synthesis of glycoengineered IgG antibodies and glycosite-specific antibody-drug conjugates. Nat Protoc. 2017 Aug;12(8):1702-1721. DOI:10.1038/nprot.2017.058

DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Preparation Products And Raw materials

Raw materials

Preparation Products

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DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS Suppliers

China 26 United States 3 Global 29

Shanghai Send Pharmaceutical Technology Co., Ltd.

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1393350-27-0, DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHSRelated Search:

DBCO-PEG1-amine 5,8,11,14,17,20-Hexaoxa-2,23-diazaheptacosanoic acid, 27-(11,12-didehydrodibenz[b,f]azocin-5(6H)-yl)-24,27-dioxo-, 1,1-dimethylethyl ester DBCO-PEG3-CH2CO-NHS DBCO-PEG4-amine DBCO-PEG4-SE DBCO-NHS Ester DBCO-PEG2-NH-Boc Azadibenzocyclooctyne-PEG1-N-hydroxysuccinimidyl ester DBCO-PEG4-DBCO DBCO-PEG3-acid Azadibenzocyclooctyne-Biotin conjugate 4,7,10,13-Tetraoxa-16-azaheneicosanoic acid, 21-(11,12-dihydrodibenz[b,f]azocin-5(6H)-yl)-17,21-dioxo-, 2,3,5,6-tetrafluorophenyl ester DBCO-NH-(CH2)4COOH DBCO-PEG3-amine DBCO-NH-Boc

DBCO-(CH2)2-NH2-CO-(CH2)3COOH-NHS

DBCO-NHS ester 3 (DIBAC-NHS)

DBCO-NHS ester 3

Dibenz[b,?f]azocine-5(6H)-pentanoic acid, 11,?12-didehydro-δ-oxo-, 2,5-dioxo-1-pyrrolidinyl ester

(2,5-Dioxopyrrolidin-1-yl) 5-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-5-oxopentanoate

DBCO-C5-NHS-ester

2,5-Dioxo-1-pyrrolidinyl 11,12-didehydro-δ-oxodibenz[b,f]azocine-5(6H)-pentanoate

1393350-27-0

ADC LINKER