Size | Price | Stock | Qty |
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50mg |
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100mg |
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250mg |
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500mg |
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1g |
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Other Sizes |
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Purity: =100%
Targets |
Click chemistry reagent; unnatural amino acid
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ln Vitro |
Modified soluble superfolded green fluorescent protein (sfGFP) containing 4-azido-L-phenylalanine or p-propargyloxy-L-phenylalanine (pPaF) would accumulate 0.9-1.7 mg/mL in CFPS solutions when using a cell-free protein synthesis (CFPS) technique [1].
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Enzyme Assay |
Twenty-five-microlitre PANOx SP reaction solutions contained, unless otherwise noted: 10 mM ammonium glutamate, 20 mM magnesium glutamate, 175 mM potassium glutamate, 1.2 mM ATP, 0.86 mM each of CMP, GMP and UMP, 10 mM dibasic potassium phosphate, 34 μg/ml folinic acid, 171 μg/ml E. coli tRNAs, 33 mM phosphoenolpyruvate (PEP), 1.5 mM spermidine, 1 mM putrescine, 0.33 mM nicotinamide adenine dinucleotide (NAD), 0.27 mM coenzyme A, 2.7 mM sodium oxalate, 2 mM each of the 20 amino acids, 5 μM l-[14C(U)]-leucine, 2 mM p-azido-l-phenylalanine (pAzF) or 4 mM p-propargyloxy-l-phenylalanine (pPaF), 0.3 mg/ml pAzFRS or 0.5 mg/ml pPaFRS (prepared as described above), 100 μg/ml T7 RNA polymerase, 6 nM sfGFP plasmid, 0.2 mg/ml linearized o-tRNA or o-tRNAopt plasmid template and either 0.24 volume of standard KC6 extract or 0.28 volume of orthogonal extract. The glutamate salts were diluted from a 10-fold concentrated (10×) solution. Similarly, a 10× NTMP Master Mix solution contained ATP, the three NMPs, folinic acid and the E. coli tRNAs, and was adjusted to pH 7.3 with dibasic potassium phosphate. The natural amino acids were diluted from a stock solution, which contained a 50 mM concentration of each amino acid. This stock solution was prepared by adding the amino acids in the following order (given in their one-letter code): R, V, W, F, I, L, C, M, A, N, D, E, G, Q, H, K, P, S, T, Y. During the preparation, it was ensured that each amino acid was dissolved before addition of the next, except tyrosine, which is added last and remains suspended in the solution. The reactions were incubated at 30°C for 16 h, unless stated otherwise. CFPS reactions containing pAzF were prepared in a dark room, and the tubes containing the reaction solutions were wrapped in aluminum foil to prevent photodissociation of the aromatic azide[1].
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Cell Assay |
The orthogonal S30 cell extract was prepared from KC6 cells harbouring the pDule-tRNA plasmid, as described. The lysate was not diluted after homogenization. The specific growth rate of this KC6/o-tRNA culture was 0.57 h−1 during the batch fermentation. The standard KC6 extract was prepared as described. After homogenization, 0.2 ml S30 buffer (14 mM magnesium acetate, 60 mM potassium acetate, 10 mM Tris acetate, pH 8.2) was added per ml of lysate, and the diluted lysate was dialysed against 100 volumes of S30 buffer at 4°C four times for 30 min each. Finally, the S30 cell extract was centrifuged at 10 000g and 4°C for 20 min, and the supernatant was aliquoted, flash-frozen and stored at −80°C. The specific growth rate of the KC6 culture was 0.96 h−1 during the fed-batch fermentation[1].
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References | |
Additional Infomation |
4-azido-L-phenylalanine is a 4-azidophenylalanine that has L-configuration. It is used as a bioorthogonal click-chemistry reagent. It is a 4-azidophenylalanine and a L-phenylalanine derivative. It is an enantiomer of a 4-azido-D-phenylalanine.
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Molecular Formula |
C9H10N4O2
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Molecular Weight |
206.205
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Exact Mass |
206.08
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Elemental Analysis |
C, 52.42; H, 4.89; N, 27.17; O, 15.52
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CAS # |
33173-53-4
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Related CAS # |
4-Azido-L-phenylalanine hydrochloride;34670-43-4
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PubChem CID |
3080772
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Appearance |
Typically exists as white to yellow solids at room temperature
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LogP |
1.735
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Hydrogen Bond Donor Count |
2
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Hydrogen Bond Acceptor Count |
5
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Rotatable Bond Count |
4
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Heavy Atom Count |
15
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Complexity |
267
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Defined Atom Stereocenter Count |
1
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SMILES |
O([H])C([C@]([H])(C([H])([H])C1C([H])=C([H])C(=C([H])C=1[H])N=[N+]=[N-])N([H])[H])=O
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InChi Key |
NEMHIKRLROONTL-QMMMGPOBSA-N
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InChi Code |
InChI=1S/C9H10N4O2/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11/h1-4,8H,5,10H2,(H,14,15)/t8-/m0/s1
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Chemical Name |
p-Azido-L-phenylalanine
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Synonyms |
pAzF; H-4-Azido-Phe-OH; 4-Azido-L-phenylalanine; L-Phe(4-azido)-OH; 4-Azido-L-phenylalanine; 33173-53-4; H-P-AZIDO-PHE-OH; 4-Azidophenylalanine; (S)-2-Amino-3-(4-azidophenyl)propanoic acid; p-azidophenylalanine; p-azido-l-phenylalanine; (2S)-2-amino-3-(4-azidophenyl)propanoic acid;
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
H2O : ~25 mg/mL (~121.24 mM)
DMSO : ~5 mg/mL (~24.25 mM) |
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 4.8494 mL | 24.2471 mL | 48.4943 mL | |
5 mM | 0.9699 mL | 4.8494 mL | 9.6989 mL | |
10 mM | 0.4849 mL | 2.4247 mL | 4.8494 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.