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MedKoo Cat#: 465941 | Name: 4-AZP

Description:

WARNING: This product is for research use only, not for human or veterinary use.

4-AZP is a Mutually Orthogonal Bioorthogonal Amino Acid, Enabling Efficient Protein Dual-Labeling in Cells.

Chemical Structure

4-AZP
4-AZP
CAS#34670-43-4 (HCl)

Theoretical Analysis

MedKoo Cat#: 465941

Name: 4-AZP

CAS#: 34670-43-4 (HCl)

Chemical Formula: C9H11ClN4O2

Exact Mass: 242.0571

Molecular Weight: 242.66

Elemental Analysis: C, 44.55; H, 4.57; Cl, 14.61; N, 23.09; O, 13.19

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
4-AZP; 4 AZP; 4AZP; p-Azidophenylalanine; p Azidophenylalanine; 4-Azido-L-phenylalanine hydrochloride; 4-Azido-L-phenylalanine HCl;
IUPAC/Chemical Name
(S)-2-amino-3-(4-azidophenyl)propanoic acid hydrochloride
InChi Key
VXCXRGSRHCHMBK-QRPNPIFTSA-N
InChi Code
InChI=1S/C9H10N4O2.ClH/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11;/h1-4,8H,5,10H2,(H,14,15);1H/t8-;/m0./s1
SMILES Code
O=C(O)[C@@H](N)CC1=CC=C(N=[N+]=[N-])C=C1.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 242.66 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Hepatitis C Virus Helicase Binding Activity Monitored through Site- Specific Labeling Using an Expanded Genetic Code. ACS Infect Dis. 2019 Dec 13;5(12):2118-2126. doi: 10.1021/acsinfecdis.9b00220. Epub 2019 Nov 7. PMID: 31640339. 8: Hall CR, Tolentino Collado J, Iuliano JN, Gil AA, Adamczyk K, Lukacs A, Greetham GM, Sazanovich I, Tonge PJ, Meech SR. Site-Specific Protein Dynamics Probed by Ultrafast Infrared Spectroscopy of a Noncanonical Amino Acid. J Phys Chem B. 2019 Nov 14;123(45):9592-9597. doi: 10.1021/acs.jpcb.9b09425. Epub 2019 Nov 1. PMID: 31596584. 9: Choi CP, Moon AS, Back PS, Jami-Alahmadi Y, Vashisht AA, Wohlschlegel JA, Bradley PJ. A photoactivatable crosslinking system reveals protein interactions in the Toxoplasma gondii inner membrane complex. PLoS Biol. 2019 Oct 4;17(10):e3000475. doi: 10.1371/journal.pbio.3000475. PMID: 31584943; PMCID: PMC6795473. 10: Poulsen MH, Poshtiban A, Klippenstein V, Ghisi V, Plested AJR. Gating modules of the AMPA receptor pore domain revealed by unnatural amino acid mutagenesis. Proc Natl Acad Sci U S A. 2019 Jul 2;116(27):13358-13367. doi: 10.1073/pnas.1818845116. Epub 2019 Jun 18. PMID: 31213549; PMCID: PMC6613130. 11: Youssef S, Zhang S, Ai HW. A Genetically Encoded, Ratiometric Fluorescent Biosensor for Hydrogen Sulfide. ACS Sens. 2019 Jun 28;4(6):1626-1632. doi: 10.1021/acssensors.9b00400. Epub 2019 May 23. PMID: 31083907; PMCID: PMC6599572. 12: Dharmatti R, Miyatake H, Nandakumar A, Ueda M, Kobayashi K, Kiga D, Yamamura M, Ito Y. Enhancement of Binding Affinity of Folate to Its Receptor by Peptide Conjugation. Int J Mol Sci. 2019 Apr 30;20(9):2152. doi: 10.3390/ijms20092152. PMID: 31052315; PMCID: PMC6539678. 13: Wissler HL, Ehlerding EB, Lyu Z, Zhao Y, Zhang S, Eshraghi A, Buuh ZY, McGuth JC, Guan Y, Engle JW, Bartlett SJ, Voelz VA, Cai W, Wang RE. Site- Specific Immuno-PET Tracer to Image PD-L1. Mol Pharm. 2019 May 6;16(5):2028-2036. doi: 10.1021/acs.molpharmaceut.9b00010. Epub 2019 Mar 25. PMID: 30875232; PMCID: PMC6521698. 14: Xu Y, Jiang S, Simmons CR, Narayanan RP, Zhang F, Aziz AM, Yan H, Stephanopoulos N. Tunable Nanoscale Cages from Self-Assembling DNA and Protein Building Blocks. ACS Nano. 2019 Mar 26;13(3):3545-3554. doi: 10.1021/acsnano.8b09798. Epub 2019 Mar 12. Erratum in: ACS Nano. 2020 Jun 23;14(6):7673. PMID: 30835439. 15: Yong KW, Yuen D, Chen MZ, Porter CJH, Johnston APR. Pointing in the Right Direction: Controlling the Orientation of Proteins on Nanoparticles Improves Targeting Efficiency. Nano Lett. 2019 Mar 13;19(3):1827-1831. doi: 10.1021/acs.nanolett.8b04916. Epub 2019 Feb 21. PMID: 30773887. 16: Teramoto H, Iga M, Tsuboi H, Nakajima K. Characterization and Scaled-Up Production of Azido-Functionalized Silk Fiber Produced by Transgenic Silkworms with an Expanded Genetic Code. Int J Mol Sci. 2019 Jan 31;20(3):616. doi: 10.3390/ijms20030616. PMID: 30708986; PMCID: PMC6387213. 17: Krause BS, Kaufmann JCD, Kuhne J, Vierock J, Huber T, Sakmar TP, Gerwert K, Bartl FJ, Hegemann P. Tracking Pore Hydration in Channelrhodopsin by Site- Directed Infrared-Active Azido Probes. Biochemistry. 2019 Mar 5;58(9):1275-1286. doi: 10.1021/acs.biochem.8b01211. Epub 2019 Feb 19. PMID: 30702875. 18: Zhang J, Wang L, Zhang J, Zhu J, Pan X, Cui Z, Wang J, Fang W, Li Y. Identifying and Modulating Accidental Fermi Resonance: 2D IR and DFT Study of 4-Azido-l-phenylalanine. J Phys Chem B. 2018 Aug 30;122(34):8122-8133. doi: 10.1021/acs.jpcb.8b03887. Epub 2018 Aug 21. PMID: 30067030. 19: Praveschotinunt P, Dorval Courchesne NM, den Hartog I, Lu C, Kim JJ, Nguyen PQ, Joshi NS. Tracking of Engineered Bacteria In Vivo Using Nonstandard Amino Acid Incorporation. ACS Synth Biol. 2018 Jun 15;7(6):1640-1650. doi: 10.1021/acssynbio.8b00135. Epub 2018 Jun 6. PMID: 29791796; PMCID: PMC6415965. 20: Huber T, Sakmar TP. Probing Antibody Binding Sites on G Protein-Coupled Receptors Using Genetically Encoded Photo-Activatable Cross-Linkers. Methods Mol Biol. 2018;1785:65-75. doi: 10.1007/978-1-4939-7841-0_5. PMID: 29714012.