WO2018048856A1 - Procédé de radiomarquage efficace de biomolécules - Google Patents

Procédé de radiomarquage efficace de biomolécules Download PDF

Info

Publication number
WO2018048856A1
WO2018048856A1 PCT/US2017/050214 US2017050214W WO2018048856A1 WO 2018048856 A1 WO2018048856 A1 WO 2018048856A1 US 2017050214 W US2017050214 W US 2017050214W WO 2018048856 A1 WO2018048856 A1 WO 2018048856A1
Authority
WO
WIPO (PCT)
Prior art keywords
microfluidic device
biomolecule
droplet
labeled
prosthetic group
Prior art date
Application number
PCT/US2017/050214
Other languages
English (en)
Inventor
Noel S. HA
R. Michael Van Dam
Original Assignee
The Regents Of The University Of California
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Regents Of The University Of California filed Critical The Regents Of The University Of California
Publication of WO2018048856A1 publication Critical patent/WO2018048856A1/fr

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/082Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins the peptide being a RGD-containing peptide
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/08Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins
    • A61K51/088Peptides, e.g. proteins, carriers being peptides, polyamino acids, proteins conjugates with carriers being peptides, polyamino acids or proteins
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/008Peptides; Proteins
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/13Labelling of peptides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides

Abstract

La présente invention concerne un procédé de radiomarquage d'une biomolécule au moyen d'un dispositif microfluidique qui comprend le chargement d'une ou plusieurs gouttelettes contenant un groupe prosthétique marqué par 18F sur ou dans le dispositif microfluidique et l'évaporation des une ou plusieurs gouttelette(s) contenant le groupe prosthétique marqué par 18F. Une ou plusieurs gouttelettes contenant la biomolécule sont chargées sur ou dans le dispositif microfluidique et réagissent avec le groupe prosthétique marqué par 18F qui reste après évaporation. Le produit de réaction est ensuite collecté à partir du dispositif microfluidique. Dans un autre mode de réalisation, une gouttelette contenant des ions de métal radioactif ou un complexe de métal radioactif est chargée dans le dispositif microfluidique, évaporée et amenée à réagir avec une gouttelette contenant une biomolécule dérivée avec un groupe chélateur. Dans un autre mode de réalisation supplémentaire, une gouttelette contenant un sel marqué par 18F est chargée sur le dispositif microfluidique, évaporée et amenée à réagir avec une gouttelette contenant une biomolécule conjuguée à un site de marquage d'échange isotopique.
PCT/US2017/050214 2016-09-06 2017-09-06 Procédé de radiomarquage efficace de biomolécules WO2018048856A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201662384079P 2016-09-06 2016-09-06
US62/384,079 2016-09-06

Publications (1)

Publication Number Publication Date
WO2018048856A1 true WO2018048856A1 (fr) 2018-03-15

Family

ID=61562144

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2017/050214 WO2018048856A1 (fr) 2016-09-06 2017-09-06 Procédé de radiomarquage efficace de biomolécules

Country Status (1)

Country Link
WO (1) WO2018048856A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100254899A1 (en) * 2007-02-27 2010-10-07 The United States Of America, As Represented By The Secretary, Dept Of Health And Human Services Radiolabeled affibody molecules
US20110220505A1 (en) * 2010-03-09 2011-09-15 Sparkle Power Inc. Droplet manipulations on ewod microelectrode array architecture
WO2015100498A1 (fr) * 2014-01-03 2015-07-09 British Columbia Cancer Agency Branch Compositions et méthodes pour l'imagerie du cancer
US20160015838A1 (en) * 2013-03-08 2016-01-21 University Of Southern California Usc Stevens Vinylsulfone-based 18F-labeling Compositions and Methods and Uses Thereof
US20160107951A1 (en) * 2009-10-15 2016-04-21 The Regents Of The University Of California Digital microfluidic platform for radiochemistry

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100254899A1 (en) * 2007-02-27 2010-10-07 The United States Of America, As Represented By The Secretary, Dept Of Health And Human Services Radiolabeled affibody molecules
US20160107951A1 (en) * 2009-10-15 2016-04-21 The Regents Of The University Of California Digital microfluidic platform for radiochemistry
US20110220505A1 (en) * 2010-03-09 2011-09-15 Sparkle Power Inc. Droplet manipulations on ewod microelectrode array architecture
US20160015838A1 (en) * 2013-03-08 2016-01-21 University Of Southern California Usc Stevens Vinylsulfone-based 18F-labeling Compositions and Methods and Uses Thereof
WO2015100498A1 (fr) * 2014-01-03 2015-07-09 British Columbia Cancer Agency Branch Compositions et méthodes pour l'imagerie du cancer

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CAI ET AL.: "A Thiol-Reactive 18F-Labeling Agent, N-[2-(4-18F-fluorobenzamido)ethyl]maleimide, and Synthesis of RGD Peptide-Based Tracer for PET Imaging of avb3 Integrin Expression", JOURNAL OF NUCLEAR MEDICINE, vol. 47, no. 7, 1 July 2006 (2006-07-01), pages 1172 - 1180, XP002470156 *
CHEN ET AL.: "Radiolabelling Diverse Positron Emission Tomography (PET) Tracers Using a Single Digital Microfluidic Reactor Chip", LAB ON A CHIP, vol. 14, 5 December 2013 (2013-12-05), pages 902 - 910, XP055494443 *
WRIGHT ET AL.: "Microfluidic Preparation of a 89Zr-Labeled Trastuzumab Single-Patient Dose", JOURNAL OF NUCLEAR MEDICINE, vol. 57, 14 January 2016 (2016-01-14), pages 747 - 752, XP055494441 *

Similar Documents

Publication Publication Date Title
Wilbur et al. Reagents for astatination of biomolecules: comparison of the in vivo distribution and stability of some radioiodinated/astatinated benzamidyl and nido-carboranyl compounds
McBride et al. Improved 18F labeling of peptides with a fluoride-aluminum-chelate complex
Velikyan et al. Convenient preparation of 68Ga-based PET-radiopharmaceuticals at room temperature
Perrin [18F]-Organotrifluoroborates as radioprosthetic groups for PET imaging: from design principles to preclinical applications
D’Souza et al. High-yielding aqueous 18F-labeling of peptides via Al18F chelation
Ting et al. Arylfluoroborates and alkylfluorosilicates as potential PET imaging agents: high-yielding aqueous biomolecular 18F-labeling
Gillies et al. Microfluidic reactor for the radiosynthesis of PET radiotracers
Keng et al. Digital microfluidics: a new paradigm for radiochemistry
Kersemans et al. Automated radiosynthesis of Al [18F] PSMA-11 for large scale routine use
Flavell et al. Site-specific 18F-labeling of the protein hormone leptin using a general two-step ligation procedure
Zeng et al. Microfluidic radiolabeling of biomolecules with PET radiometals
US20090095635A1 (en) Microfluidic radiosynthesis of a radiolabeled compound using electrochemical trapping and release
KR20160085769A (ko) 18f-표지된 화합물의 합성을 위한 이중 실행 카세트
Iwata et al. Practical microscale one‐pot radiosynthesis of 18F‐labeled probes
Kuchar et al. Site-selective radiolabeling of peptides by 18 F-fluorobenzoylation with [18 F] SFB in solution and on solid phase: a comparative study
Fiel et al. Magnetic droplet microfluidics as a platform for the concentration of [18F] fluoride and radiosynthesis of sulfonyl [18F] fluoride
Mukherjee et al. Development of single vial kits for preparation of 68 Ga-labelled peptides for PET imaging of neuroendocrine tumours
Iwata et al. Minimization of the amount of Kryptofix 222-KHCO3 for applications to microscale 18F-radiolabeling
Wilbur et al. Biotin reagents for antibody pretargeting. 5. Additional studies of biotin conjugate design to provide biotinidase stability
Meng et al. Rational design and pharmacomodulation of protein-binding theranostic radioligands for targeting the fibroblast activation protein
Oh et al. The automatic production of 16α-[18F] fluoroestradiol using a conventional [18F] FDG module with a disposable cassette system
Wilbur et al. Biotin reagents in antibody pretargeting. 6. Synthesis and in vivo evaluation of astatinated and radioiodinated aryl-and nido-carboranyl-biotin derivatives
JP6737782B2 (ja) フッ化物を捕捉する配置
Pruszynski et al. Preparation of Rh [16aneS4-diol] 211At and Ir [16aneS4-diol] 211At complexes as potential precursors for astatine radiopharmaceuticals. Part I: Synthesis
Kim et al. On-demand radiosynthesis of N-succinimidyl-4-[18 F] fluorobenzoate ([18 F] SFB) on an electrowetting-on-dielectric microfluidic chip for 18 F-labeling of protein

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 17849421

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 17849421

Country of ref document: EP

Kind code of ref document: A1