Hydroxybenzotriazole

Manufactured by AnaSpec

Hydroxybenzotriazole is a synthetic heterocyclic compound used as a reagent in organic synthesis. It is a white to off-white crystalline solid that is soluble in polar organic solvents. Hydroxybenzotriazole is commonly used as a coupling agent in peptide synthesis to improve reaction yields and minimize side reactions.

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Lab products found in correlation

Lithium bromide, by Merck Group (1 mentions) Diethyl ether, by Merck Group (1 mentions) 2 butanone, by Merck Group (1 mentions) N n dicyclohexylcarbodiimide, by Merck Group (1 mentions) Kanamycin sulfate, by IBI Scientific (1 mentions) 2 4 6 trimethylbenzoyl chloride, by Merck Group (1 mentions) Eight arm peg oh 20 kda, by JenKem Technology (1 mentions) 5 norbornene 2 carboxylic acid, by JenKem Technology (1 mentions)

Spelling variants of this product

Hydroxybenzotriazole (HOBt) (3 citations) N-hydroxybenzotriazole (HOBt) (3 citations)

2 protocols using hydroxybenzotriazole

Synthesis and Labeling of BBA5.3 Peptide

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2 was synthesized in a similar fashion to 1 with the following minor modifications. Rink amide was used and 0.1M Hydroxybenzotriazole (Anaspec) was included in the deprotection solution to limit aspartimide formation. In addition, amino acids following D-Pro were double coupled. Acetylation of the N-terminus was achieved as previously described^{13 (link)}. Cleavage and purification were performed under the same conditions as 1. Rhodamine labeling of BBA5.3 was achieved by the incorporation of an N-terminal Boc-Lys(Fmoc)-OH monomer which was selectively deprotected with 20% 4-methyl piperidine and reacted with Lissamine Rhodamine B Sulfonyl Chloride as previously described^{13 (link)}.

Giudice J., Brauer D.D., Zoltek M., Vázquez Maldonado A.L., Kelly M, & Schepartz A. (2024). Requirements for efficient endosomal escape by designed mini-proteins. bioRxiv.

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Synthesis and Characterization of PEGylated Norbornene-Conjugated Compounds

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Eight-arm PEG-OH (20 kDa) was acquired from JenKem Technology, USA. 5-Norbornene-2-carboxylic acid, N,N-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), dimethyl phenylphosphonite, 2,4,6-trimethylbenzoyl chloride, 2-butanone, lithium bromide, diethyl ether, and Isopropyl-D-1 thogalactopyranoside (IPTG) were obtained from Sigma-Aldrich. Fmoc-protected amino acids N,N,N,N -tetramethyl-O-(1H-benzotriazol-1-yl)uranium hexafluorphosphate (HBTU), and hydroxybenzotriazole (HOBt) were purchased from Anaspec. BL21 Escherichia coli (E. coli) was purchased from New England Biolabs. Kanamycin sulfate was obtained from IBI Scientific. Lysogeny broth, Lennox formulation, agar and broth were obtained from DOT Scientific. Gemcitabine was obtained from TSZ CHEM. Mammalian cell Live/Dead staining kit was obtained from Life Technologies Corp. All other chemicals were obtained from Fisher Scientific unless otherwise noted.

Arkenberg M.R., Moore D.M, & Lin C.C. (2018). Dynamic control of hydrogel crosslinking via sortase-mediated reversible transpeptidation. Acta biomaterialia, 83, 83-95.

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