Ir783

Manufactured by Merck Group

Sourced in United States

IR783 is a laboratory instrument used for infrared spectroscopy analysis. It is designed to measure the absorption and transmission of infrared radiation by samples, providing information about the chemical composition and molecular structure of the analyzed materials.

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Lab products found in correlation

Ir 808, by Merck Group (3 mentions) Probe tip, by Sonics (2 mentions) M1000, by Tecan (2 mentions) Fetal bovine serum (fbs), by Thermo Fisher Scientific (2 mentions) Ir780, by Merck Group (2 mentions) Trypsin edta, by Thermo Fisher Scientific (2 mentions) Crgdyk, by GL Biochem (1 mentions) Cy3 maleimide, by Lumiprobe (1 mentions) Fluorescein 5 maleimide, by Thermo Fisher Scientific (1 mentions) ε caprolactone cl, by Merck Group (1 mentions) Sn oct 2, by Merck Group (1 mentions) L lactide la, by Boehringer Ingelheim (1 mentions) Dexamethasone (dex), by Tokyo Chemical Industry (1 mentions) Cell counting kit 8 cck 8 kit, by Dojindo Laboratories (1 mentions) 1 2 dipalmitoyl sn glycero 3 phosphocholine dppc, by Avanti Polar Lipids (1 mentions) Mda mb 231 cell line, by American Type Culture Collection (1 mentions) Bt 474 cell line, by American Type Culture Collection (1 mentions) Fx pro, by Kodak (1 mentions) Fetal bovine serum (fbs), by Neuromics (1 mentions) Bovine serum albumin (bsa), by Merck Group (1 mentions)

22 protocols using ir783

Synthesis of IR-783 Dye Conjugate

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Example 8

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Phenylborate 6 (500 mg, 678 μmol), dye IR-783 14 (Aldrich, 507.9 mg, 678 μmol), tetrakis(triphenylphosphine)palladium(0) (78.3 mg, 67.8 μmol) and potassium carbonate (187 mg, 1.35 μmol) were combined in dioxane/water (7.5 mL and 7.5 mL), bubbled with N₂and heated to 100° C. for 1.5 h. The mixture was concentrated, then dissolved in 9/1:MeOH/NH₄OH (2 mL) and diluted with CH₂Cl₂(18 mL) and loaded onto a column and chromatographed (2.5×15 cm. with CH₂Cl₂(100 mL), then 9/0.9/0.1: CH₂Cl₂/MeOH/NH₃(250 mL), then 4/0.9/0.1: CH₂Cl₂/MeOH/NH₃(500 mL)) to give the product 105 (320 mg, 34%) as a green solid. ¹H NMR (CD₃OD) δ 8.14 (s, 1H, formate), 7.75 (d, J=8.1 Hz, 2H), 7.70 (d, J=8.4 Hz, 1H), 7.35 (d, J=8.1 Hz, 2H), 7.21-7.33 (m, 6H), 7.15 (br m, 4H), 6.83, (d, J=2.1 Hz, 1H), 6.67 (dd, J=2.1, 8.4 Hz, 1H), 6.07 (br, 2H), 4.47 (s, 2H), 4.06 (br s, 4H), 3.73 (t, J=5.5 Hz, 2H), 3.52-3.70 (m, 20H), 2.89 (s, 2H), 2.83 (t, J=7.2 Hz, 4H), 2.72 (br s, 4H), 2.44 (s, 3H), 2.39 (s, 2H), 2.13 (m, 2H), 2.02 (br m, 2H), 1.76-1.94 (m, 10H), 1.53 (br s, 12H), 1.19 (s 12H), 1.06 (s, 6H). HRMS (ESI) [M+2H]²⁺calcd for C₇₆H₁₀₁N₇O₃S₂, 692.8522; found 692.8519.

US11261187B2. Compounds and methods for targeting HSP90 (2022-03-01). Duke University [US]. Inventors: Timothy A. J. Haystead [US], Philip Floyd Hughes [US].

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Synthesis of Boronic Acid-Dye Conjugate

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Example 10

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Boronic acid 11 (61 mg, 80 μmol), dye IR-783 14 (Aldrich, 60 mg, 80 μmol), tetrakis(triphenylphosphine)palladium(0) (9 mg, 8 μmol) and potassium carbonate (22 mg, 160 μmol) were combined in dioxane/water (1 mL each), bubbled with N₂and heated to 100° C. for 1 hour. The reaction mixture was concentrated and chromatographed (silica gel, 0 to 30% MeOH/NH₃in CH₂Cl₂) to give 105 (60.2 mg, 53%) as a dark green solid. LC/MS shows single peak with m/z=707.0 [M+2]²⁺.

US11261187B2. Compounds and methods for targeting HSP90 (2022-03-01). Duke University [US]. Inventors: Timothy A. J. Haystead [US], Philip Floyd Hughes [US].

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Synthesis of Integrin-Targeted Nanoprobes

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The multi-modal nanoprobes were synthesized as previously reported 14 (link). The cyclic peptide cRGDyK (GL Biochem, China), Gd³⁺-DTPA, IR783 (home-made 16 (link)), and rhodamine (Sigma-Aldrich, USA) were functionalized into the fifth generation (G5) PAMAM dendrimer (Weihai CY Dendrimer Technology, China) to generate the α_νβ₃ integrin-targeted nanoprobe Den-RGD. The control nanoprobe Den-PEG, which has a similar chemical structure to Den-RGD but without the cyclic peptide-targeting domain, was also prepared. The characterization of the nanoprobes is described in the supplementary material.

Bai Y.Y., Gao X., Wang Y.C., Peng X.G., Chang D., Zheng S., Li C, & Ju S. (2014). Image-guided Pro-angiogenic Therapy in Diabetic Stroke Mouse Models Using a Multi-modal Nanoprobe. Theranostics, 4(8), 787-797.

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Nanoparticle Synthesis and Characterization

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0.1 ml of each drug, dissolved in DMSO (10 mg/ml), was added drop-wise (20 μL per 15 sec) to a 0.6 ml aqueous solution containing IR783 (Sigma Aldrich, 1 mg/ml) and 0.05 mM sodium bicarbonate or deionized water (for drugs from group 3) under slight vortexing. The solution was centrifuged twice (20,000 G, 30 min), and the pellet was re-suspended in 1 ml of sterile PBS. In cases of a pellet that was difficult to re-suspend, it was ultrasonicated for 5 sec with a 1/8″ probe tip (Sonics & Materials) at 40% intensity. The nanoparticles were lyophilized in a 5% saline/sucrose solution. Absorbance spectra of solutions and suspensions were acquired using a TECAN M1000 plate reader.

Shamay Y., Shah J., Işık M., Mizrachi A., Leibold J., Tschaharganeh D.F., Roxbury D., Budhathoki-Uprety J., Nawaly K., Sugarman J.L., Baut E., Neiman M.R., Dacek M., Ganesh K.S., Johnson D.C., Sridharan R., Chu K.L., Rajasekhar V.K., Lowe S.W., Chodera J.D, & Heller D.A. (2018). Quantitative Self-Assembly Prediction Yields Targeted Nanomedicines. Nature materials, 17(4), 361-368.

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Synthesis of Peptide-Based Imaging Probes

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All animal experiments in this work were approved by the Institutional Review Committee of the Massachusetts General Hospital. Animals were sacrificed by carbon dioxide inhalation. Protected L-amino acids, PyBOP and Rink Amide MBHA resin were from Novabiochem (EMD Biosciences). Other special chemicals were from other sources: DOTA(CO₂Bu^t)₃ (Macrocyclics), mPEG-NHS esters (Creative PEGworks or NOF corporation, Japan) IR-783 (Sigma-Aldrich), fluorescein-5-maleimide (Thermo Scientific), and Cy3-maleimide was (Lumiprobe).
The synthesis of PN’s involves three steps: (i) synthesis of the (DOTA)Lys-Cys peptide (Scheme S1 in File S1), (ii) reaction of thiol reactive fluorochrome to the cysteine thiol (Schemes S2,S3,S4 in File S1) and, (iii) reaction of an NHS-ester of PEG with variable molecular weight to the lysine side chain (Figure S1 and Schemes S5, S6, S7 in File S1). Details of each synthesis and radiolabeling (Scheme S8 in File S1) are given in the supplement.

Guo Y., Yuan H., Claudio N.M., Kura S., Shakerdge N., Mempel T.R., Bacskai B.J, & Josephson L. (2014). PEG-Like Nanoprobes: Multimodal, Pharmacokinetically and Optically Tunable Nanomaterials. PLoS ONE, 9(4), e95406.

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Synthesis and Characterization of IR-783-SH Cyanine Dye

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The heptamethine cyanine dye IR783, which has minimal cell toxicity^{37 (link)}, was purchased from Sigma-Aldrich (St. Louis, MO, USA). To a solution of IR-783 (250 mg, 0.33 mmol) in 6 mL of anhydrous DMF, 3-mercaptopropionic acid (40.7 μL, 0.467 mmol) and triethylamine (65.3 μL, 0.467 mmol) were added. The green solution was stirred in the dark at room temperature. The reaction was complete after 21 h, as monitored through high-performance liquid chromatography (HPLC). A green solid was isolated through precipitation with 4 °C ether and was washed with cold ether (3 mL). The precipitate was dissolved in water and dried in vacuum ¹H NMR (300 MHz, CD₃OD) results were as follows: δ 8.89 (d, 2H, J = 14.2 Hz), 7.49 (d, 2H, J = 7.4 Hz), 7.41 (t, 2H, J = 7.6 Hz), 7.34 (d, 2H, J = 7.8 Hz), 7.25 (t, 2H, J = 7.5 Hz), 6.32 (d, 2H, J = 14.3 Hz), 4.19 (t, 4H, J = 6.7 Hz), 3.06 (t, 2H, J = 7.0 Hz), 2.90–2.87 (m, 4H), 2.70 (t, 4H, J = 5.9 Hz), 2.56 (t, 2H, J = 6.9 Hz) 2.00–1.92 (m, 10H), and 1.76 (s, 12H). HRMS-ESI [M]⁻m/z for C₄₁H₅₁N₂O₈S₃ 795.2959 was calculated to be 795.5.

Lin C.C., Chang W.H., Cheng T.M., Chiu L.H., Wang Y.H., Lin C.A., Ho Y.S., Zuo C.S., Wang Y.M, & Lai W.F. (2020). Two new, near-infrared, fluorescent probes as potential tools for imaging bone repair. Scientific Reports, 10, 2580.

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Synthesis of MPEG-based Copolymers

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Methoxy poly(ethylene glycol) (MPEG) (Sigma-Aldrich, number-average molecular weight (M_n = 750)), and Sn(Oct)₂ (Sigma-Aldrich, Yongin, Korea) were used as received. l-lactide (LA; Boehringer Ingelheim, Blanquefort, France) was recrystallized in ethyl acetate twice. ε-Caprolactone (CL; Sigma-Aldrich) was distilled over CaH₂ under reduced pressure. Dex and Dex(p) were purchased from Tokyo Chemical Industry Co., Ltd. (TCI; Fukaya City, Japan). Hexafluoro-2-propanol (HFIP), IR-780, and IR-783 were purchased from Sigma-Aldrich.

Park J.H., Lee B.K., Park S.H., Kim M.G., Lee J.W., Lee H.Y., Lee H.B., Kim J.H, & Kim M.S. (2017). Preparation of Biodegradable and Elastic Poly(ε-caprolactone-co-lactide) Copolymers and Evaluation as a Localized and Sustained Drug Delivery Carrier. International Journal of Molecular Sciences, 18(3), 671.

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Fabrication and Characterization of Multifunctional Nanobubbles

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The phospholipids 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[biotinylated(polyethyleneglycol)–2000] (biotinylated DSPE-PEG [2000]; MW, 3016.781 g/mol) and 1.2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC; MW, 734.039 g/mol), were purchased from Avanti Polar Lipids Inc (USA) in a powdered form without further purification, and were used to fabricate nanobubbles. Near infrared fluorescent agent IR783 was purchased from Sigma-Aldrich (St. Louis, MO). 2-(1-Hexyloxyethyl)-2-devinyl pyropheophorbide-a (HPPH) was purchased from Shanghai AZBIOCHEM Co. Chloroform was purchased from Kehao Co. ImmunoPure^® streptavidin was purchased from Pierce (Rockford, IL). Biotinylated anti-ErbB2 Affibody^® was purchased from Abcam (USA). The BT-474 cell line and the MDA-MB-231 cell line were purchased from the American Type Culture Collection (USA). The Cell Counting Kit-8 (CCK-8) kit was purchased from Dojindo Laboratories, Kumamoto (Japan).

Cai W., Lv W., Meng L., Duan Y, & Zhang L. (2023). The Combined Effect of Nanobubble-IR783-HPPH-Affibody Complex and Laser on HER2-Positive Breast Cancer. International Journal of Nanomedicine, 18, 339-351.

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Near-infrared Imaging for Non-invasive Tumor Burden Assessment

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To assess tumor burden non-invasively, the optical imaging was performed at day 21 post implantation. Near Infra Red (NIR) signals were recorded of dye that preferentially is taken up and accumulated by the tumor cells. Briefly, the mice were injected i.p with cyanine dye, IR-783 (Sigma) at a dose of 0.375 mg/kg body weight [39 (link)]. Whole body optical imaging was done 24 h later using In-Vivo F-PRO imaging station (Carestream Molecular Imaging, USA) station equipped with infrared fluorescent filter sets (excitation/emission-790/850 nm). Acquisition settings include 120 mm FOV, 2 × 2 binning, 1024 × 1024 pixel resolution, maximal gain and an exposure time of 10 seconds. Prior to imaging mice were anaesthetized with ketamine/xylazine. Data analysis was performed with Molecular Imaging Software 5.X (Carestream Molecular Imaging; USA).

Singh S., Pandey S., Bhatt A.N., Chaudhary R., Bhuria V., Kalra N., Soni R., Roy B.G., Saluja D, & Dwarakanath B.S. (2015). Chronic Dietary Administration of the Glycolytic Inhibitor 2-Deoxy-D-Glucose (2-DG) Inhibits the Growth of Implanted Ehrlich’s Ascites Tumor in Mice. PLoS ONE, 10(7), e0132089.

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In Vivo Targeting of Nanoparticles

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To investigate the targetability of NPs in vivo, IR783 (Sigma–Aldrich, USA) was used as an imaging probe for the detections. The detail preparation methods of IR783@Cu-MOF and IR783@HA/Cu-MOF were provided in Supporting Information. 4T1 (2 × 10⁶) cells suspended in 200 μL of PBS were implanted subcutaneously into the lower part of the right upper limb of BALB/c mice. When the tumor volume reached around 200 mm³, mice were randomly divided into three groups (n = 3) and treated with free IR783, IR783@Cu-MOF NPs, and IR783@HA/Cu-MOF NPs via tail intravenous administration (IR783, 0.5 mg/kg). The dosage of HA/Cu-MOF in IR783@HA/Cu-MOF used in this targeting experiment in vivo was 1.10 mg/kg. At designated time points (1, 2, 4, 8, 12 and 24 h) following injection, mice were anesthetized with 0.5% pentobarbital and imaged by in vivo imaging system FX PRO with a 720 nm excitation filter and an 830 nm long-pass emission filter (Kodak, USA). At 24 h, all mice were euthanized, and main organs (heart, liver, spleen, lung, and kidney) and tumors were collected for ex vivo fluorescence imaging.

Hou L., Liu Y., Liu W., Balash M., Zhang H., Zhang Y., Zhang H, & Zhang Z. (2021). In situ triggering antitumor efficacy of alcohol-abuse drug disulfiram through Cu-based metal-organic framework nanoparticles. Acta Pharmaceutica Sinica. B, 11(7), 2016-2030.

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