Propargyl-PEG5-NHS ester

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Propargyl-PEG5-NHS ester

Propargyl-PEG5-NHS ester | 1393330-40-9

Catalog Number R01-0227
Category Alkynes
Molecular Formula C18H27NO9
Molecular Weight 401.41
Catalog Number Size Price Quantity
R01-0227 -- $--

Chemical Information

Synonyms Alkyne-PEG5-NHS;Alkyne-PEG5-N-hydroxysuccinimidyl ester; 2,5-Dioxopyrrolidin-1-yl 4,7,10,13,16-pentaoxanonadec-18-yn-1-oate
Purity >98.0%
Shelf Life 0-4°C for short term (days to weeks), or -20°C for long term (months).
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES C#CCOCCOCCOCCOCCOCCC(=O)ON1C(=O)CCC1=O
InChI InChI=1S/C18H27NO9/c1-2-6-23-8-10-25-12-14-27-15-13-26-11-9-24-7-5-18(22)28-19-16(20)3-4-17(19)21/h1H,3-15H2
InChI Key ACZDUKRWTPZVRP-UHFFFAOYSA-N
Solubility 10 mm in DMSO
Density 1.2±0.1 g/cm3
Appearance Light yellow to brown clear liquid
Boiling Point 497.6±55.0 °C at 760 mmHg
Vapor Pressure 0.0±1.3 mmHg at 25°C
LogP -2.68
  • Product Specification
  • Application
Storage Store at 4 °C

Propargyl-PEG5-NHS ester, a versatile reagent utilized in biochemical and medical research, for diverse applications. Behold, presented with heightened perplexity and burstiness, are four key applications of Propargyl-PEG5-NHS ester:

Bioconjugation: Acting as a linchpin in bioconjugation practices, Propargyl-PEG5-NHS ester finds extensive utility in forging stable covalent connections between biomolecules. Through interaction with amine groups on proteins, peptides, or other entities, it engenders durable conjugates. This capability facilitates precision delivery of therapeutics and the construction of intricate diagnostic instruments.

Drug Delivery: Within the realm of drug delivery mechanisms, Propargyl-PEG5-NHS ester serves as a transformative tool for augmenting the solubility, stability, and bioavailability of drug molecules or delivery carriers. By affixing PEG chains, it elevates the pharmacokinetic attributes of drugs, leading to prolonged circulation periods and diminished immunogenic responses.

Surface Functionalization: Playing a pivotal role in surface functionalization endeavors, Propargyl-PEG5-NHS ester is harnessed to modify the exteriors of nanoparticles, medical apparatus, and assorted biomaterials. The process of PEGylation bestows biocompatibility while curbing protein absorption and cellular adhesion. Such functionality proves critical in scenarios like implantable devices and targeted dispensation platforms.

Click Chemistry: Exploiting the alkyne moiety in Propargyl-PEG5-NHS ester, click chemistry methodologies, particularly in the realm of bioorthogonal labeling, are significantly enhanced. Coupled with azide-functionalized molecules, it facilitates the formation of stable triazoles, enabling efficient and specific conjugations.

Computed Properties

XLogP3 -1.5
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 18
Exact Mass 401.16858144 g/mol
Monoisotopic Mass 401.16858144 g/mol
Topological Polar Surface Area 110Ų
Heavy Atom Count 28
Formal Charge 0
Complexity 512
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
WO-2022056273-A1 Lipid conjugates for the delivery of therapeutic agents 2020-09-11
US-2022017471-A1 Functionality independent labeling of organic compounds 2018-07-18
US-2017362266-A1 Metabolic labeling and molecular enhancement of biological materials using bioorthogonal reactions 2016-06-15
US-10620217-B2 Proximity assays using chemical ligation and hapten transfer 2014-11-25
US-2017254813-A1 Proximity assays using chemical ligation and hapten transfer 2014-11-25
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