Gelest, Inc....Gelest, Inc. 2 (215) 547-1015 [email protected] PEGylation Reagents available from Gelest Gelest is introducing a unique range of PEG reagents with dual functionality

Sales of all products listed are subject to thepublished terms and conditions of Gelest, Inc.

©Copyright 2017 Gelest, Inc.

Gelest, Inc.Telephone: General 215-547-1015 Order Entry 888-734-8344FAX: 215-547-2484Internet: www.gelest.come-mail: [email protected]: 11 East Steel Rd. Morrisville, PA 19067

In South-East Asia:For commercial and research quantities contact:Gulf Chemical39 Jalan PemimpinTai Lee Industrial Building #04-03Singapore 577182Tel: 65-6358-3185Fax: 65-6353-2542e-mail: [email protected]

In Europe:Gelest Inc.Stroofstrasse 27 Geb.290165933 Frankfurt am Main,GermanyTel: +49-(0)-69-3800-2150Fax: +49-(0)-69-3800-2300e-mail: [email protected]: www.gelestde.comIn Japan:For commercial and research quantities contact:AZmax Co. Ltd. Tokyo OfficeTEKKO KAIKAN 5F3-2-10 Kayabacho NihonbashiChuo-ku, Tokyo 103-0025Tel: 81-3-6661-1090e-mail: [email protected] catalog: www.azmax.co.jp

In India:For commercial and research quantities contact:Gautavik InternationalOffice No 1 2 Bhavana PalaceSector 21 Plot No 46 47Near Gamdevi Mandir GhansoliNavi Mumba 400701 IndiaTel: 91-22-26703175Fax: 91-96-19190510e-mail: [email protected]

In Taiwan:For commercial and research quantities contact:Kelly Chemical Corporation9F, No.155, Sec.1, Keelung Rd, Taipei.TaiwanTel: +886-2-27621985Fax: +886-2-27532400website: http://www.kellychemical.come-mail: [email protected]

For further information consult our web site at: www.gelest.com

Commercial Status - produced on a regularbasis for inventory

Developmental Status - available to support development and commercialization

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(215) 547-1015 www.gelest.com [email protected]

What are Heterobifunctional PEGylation Reagents? . . . . . . . . . . . . . . . . . . . . . . . . .2

Unsaturated and Polymerizable PEGs

Allyl, Amine TerminatedAllyl, Amine Terminated, SilylatedAllyl, Carboxylate Ester Terminated . . . . . . . . . . . . . . . . . . . . . . . . . . . .3

Allyl, Hydroxyl Terminated . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .4

Allyl, Hydroxyl Terminated, TMS ProtectedMethacrylate, Hydroxyl Terminated, TMS ProtectedAllyl, Methyl Terminated . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .5

Diallyl TerminatedStyryl, Amine TerminatedAmine, Hydroxyl Terminated . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .6

PEGylated Silanes

Tipped PEG Silanes . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .7

Embedded PEG SilanesDipodal PEG SilanesFluorinated PEG Silane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .9

Functional PEG SilanesPEGylated Silicones (Trisiloxanes) . . . . . . . . . . . . . . . . . . . . . . . . . . .10

Related Products

Silacrowns . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .11

Glycol Oligomers . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .12

TABLE OF CONTENTS

Reactive Polyethers


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PEGylation Reagents available from GelestGelest is introducing a unique range of PEG reagents with dual functionality that enable new approaches to PEGylation for bioconjugates, reduction of surface biofouling and the formation of polymerizeable vesicles fordrug transport. These “first of a kind” materials are heterobifunctional materials with an amine at one terminusand at the other terminus a choice of two different species, one which can undergo radical reactions and one thatcan undergo hydrolytic condensation. In addition to reacting directly with appropriate functionality of drug orprotein substrates, these materials have the potential to undergo polymerization. PEGylation, the formation of a conjugate of a protein, peptide, drug or other bioactive material by linking itwith one or more poly(ethylene glycol) chains, in many instances imparts desirable properties to a biomolecule:increased solubility, resistance to metabolic degradation and reduced immunogenicity. The combination ofamine and polymerizeable functionality on a PEG provides new options for bioconjugate formation. Dependingon the application, the conjugation can be at either terminus, leaving the remaining terminus to polymerize oract as a pH responsive endgroup. If the unsaturation is utilized as the conjugation point, the amine can undergoionic interaction, hydrogen bonding or covalent bond formation with other species. The amine functional PEGSalso create a pathway to pH responsive behavior.

The new polymerizeable PEG materials have the potential to form polymerizeable vesicles, stabilizing PEGylated drugs or act as comonomers for microencapsulated drug delivery. The polymerization can proceedby either free radical organic polymerization or hydrolysis-condensation siloxane polymerization.

Related PEG products included in this brochure include a broad range of discrete allyl terminated PEGs andSilacrown, analogs of crown ethers

The front cover motif depicts PEGylation of a bioactive substance and the benefits of the PEGylation with a PEG terminated by styryl and amine functionality as well as potential pathways for both stabilized vesicle formation by polymerization and pH responsive release of the bioactive.

Exemplary reactions for heterobifunctional PEG polymerization by radical and hydrolytic mechanisms areshown below.

(1) (2)


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Unsaturated and Polymerizeable PEGs

Allyl, Amine Terminated

Allyl, Amine Terminated, Silylated

Allyl,Carboxylate Ester Terminated

COMM

ERCIALName MW bp °C/mm D420 nD

20


4


Name MW bp °C/mm D420 nD20

Allyl, Hydroxyl Terminated

COMM

ERCIAL


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Name MW bp °C/mm D420 nD20Name MW bp °C/mm D420 nD20

Allyl, Hydroxyl Terminated, TMS Protected

Methacrylate, Hydroxyl Terminated, TMS Protected

Allyl, Methyl Terminated

COMM

ERCIALCOM

MERCIAL

4-6


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Diallyl Terminated

Styryl, Amine Terminated

Amine, Hydroxyl Terminated

COMM

ERCIAL


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PEGylated Silanes

Tipped PEG Silanes

COMM

ERCIAL


8



COMM

ERCIALCOM

MERCIAL


9



Embedded PEG Silanes

Dipodal PEG Silanes

Fluorinated PEG Silanes

COMM

ERCIALCOM

MERCIAL


10



Functional PEG Silanes

PEGylated Silicones (Trisiloxanes)

COMM

ERCIAL


11



Related Products

Silacrowns

COMM

ERCIALCOM

MERCIAL


12



Glycol Oligomers

COMM

ERCIAL

Metal-Organics for Material & Polymer TechnologyThe latest Gelest handbook provides many new compounds with applications on optical, microelectronic, diagnostic and materials applications. Highly referenced listings and device applications are presented.

Silicon Compounds: Silanes and Silicones Detailed chemical properties and reference articles for compounds. The Handbook of silane and silicone chemistry includes scholarly reviews as well as detailed information on various applications.

Reactive Silicones: Forging New Polymer LinksThe brochure describes reactive silicones that can be formulated into coatings, mem-branes, cured rubbers and adhesives for mechanical, optical, electronic and ceramic applications. Information on reactions and cures of silicones as well as physical properties shortens product development time for chemists and engineers.

Silicone Fluids - Stable, Inert MediaDesign and Engineering properties for conventional silicone fluids as well as thermal,fluorosilicone, hydrophilic and low temperature grades are presented in selectionguide. The brochure provides data on thermal, rheological, electrical, mechanical and optical properties for silicones. Silicone fluids are available in viscosities rangingfrom 0.65 to 2,500,000 cSt.

Silicon-Based Blocking AgentsThese silicon reagents are used for functional group protection, synthesis and derivati-zation. The 52 page brochure presents detailed application information on silylationreagents for pharmaceutical synthesis and analysis. Detailed descriptions are presentedon selectivity for reactions, resistance to chemical transformations and selective de-blocking conditions. Over 1200 references are provided.

Silane Coupling AgentsSilane coupling agents enhance adhesion, increase mechanical properties of compos-ites, improve dispersion of pigments and ÿllers and immobilize catalysts and biomateri-als. This brochure describes chemistry, techniques, applications and physical properties of silane coupling agents.

6:51 PM Page 1

REACTIVE SILICONES:FORGING NEW POLYMER LINKS

MATERIALS FOR:AdhesivesBindersCeramic CoatingsDielectric CoatingsEncapsulantsGelsMembranesOptical CoatingsPhotolithographyPolymer SynthesisSealants

Enabling your technology

Related Gelest Product Literature

Silicon-BasedBlocking Agents

Silicon-BasedBlocking Agents

Reagents For:-Functional Group Protection

-Synthetic Transformation-Derivatization

Enabling Your Technology

Documents

Gelest, Inc....Gelest, Inc. 2 (215) 547-1015 [email protected] PEGylation Reagents available from Gelest Gelest is introducing a unique range of PEG reagents with dual functionality