Fmoc-Lys(N3)-OH
- Product Name
- Fmoc-Lys(N3)-OH
- CAS No.
- 159610-89-6
- Chemical Name
- Fmoc-Lys(N3)-OH
- Synonyms
- Fmoc-L-Lys(N3)-OH;FMoc-L-azidolysine;N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-diazo-L-lysine;Fmoc-Lys(N3);Fmoc-Lys(N3)-OH;FMoc-Lys(N2)-OH;Fmoc-Lys(N?)-OH;Fmoc-azidolysine;Fmoc-Azido-Lys-OH;FMoc-e-azido-Nle-OH
- CBNumber
- CB72524154
- Molecular Formula
- C21H22N4O4
- Formula Weight
- 394.43
- MOL File
- 159610-89-6.mol
Fmoc-Lys(N3)-OH Property
- Melting point:
- 78 °C(dec.)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- powder to crystal
- color
- White to Almost white
- InChIKey
- PJRFTUILPGJJIO-DETXXQSHNA-N
- SMILES
- C(C1C2=CC=CC=C2C2=CC=CC=C12)OC(=O)N[C@H](C(=O)O)CCCCN=[N+]=[N-] |&1:18,r|
Safety
- HS Code
- 2929900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H228Flammable solid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
N-Bromosuccinimide Price
- Product number
- 8.52326
- Product name
- Fmoc-azidolysine
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 1 g
- Price
- $785
- Updated
- 2025/07/31
- Product number
- 8.52326
- Product name
- Fmoc-azidolysine
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 5 g
- Price
- $910
- Updated
- 2025/07/31
- Product number
- A3023
- Product name
- 6-Azido-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-norleucine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 250mg
- Price
- $165
- Updated
- 2025/07/31
- Product number
- F657733
- Product name
- Fmoc-L-Azidolysine
- Packaging
- 25mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 29756
- Product name
- Nα-Fmoc-Nε-azide-L-Lysine,98.0-100.5%(Assaybytitration)
- Purity
- 98.0-100.5%(Assaybytitration)
- Packaging
- 250MG
- Price
- $89.6
- Updated
- 2021/12/16
Fmoc-Lys(N3)-OH Chemical Properties,Usage,Production
Chemical Properties
White to off-white crystalline powder
Uses
The side chain azido (N3) group is stable in trifluoroacetic acid or piperidine. It can be readily converted to amine and to synthesis side chain modified peptides and proteins by Solid Phase Peptide Synthesis (SPPS) methodology.
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
Synthesis
105047-45-8
159610-89-6
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-aminohexanoic acid (Fmoc-lysine, 2.03 g, 5.51 mmol) was used as a starting material, which was co-dissolved in methanol (70 mL) with CuSO4 (88 mg, 0.35 mmol) and K2CO3 (2.46 g, 17.83 mmol). Subsequently, imidazole-1-sulfonyl azide hydrochloride (3,1.40 g, 6.70 mmol) was added in batches and the resulting suspension was stirred overnight at room temperature. Upon completion of the reaction, the solvent was removed by vacuum evaporation and the residue was redissolved in dichloromethane (50 mL). The resulting solution was washed with 1 M aqueous hydrochloric acid (50 mL) and the aqueous phase was re-extracted with dichloromethane (3 x 50 mL). The organic phases were combined and the crude product was purified by gradient column chromatography (eluent ratio: dichloromethane/methanol/acetic acid, 96.5%/3%/0.5% → 93.5%/6%/0.5%). The purified product was lyophilized from dioxane to give a colorless oil (1.94 g, 89% yield). The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3) and HRMS (ESI+): 1H-NMR δ 7.76 (d, J = 7.5 Hz, 2H), 7.59 (d, J = 6.9 Hz, 2H), 7.40 (t, J = 7.5 Hz, 2H), 7.31 (t, J = 7.5 Hz, 2H), 5.34 (d, J = 7.8 Hz, 1H), 4.54 (br s, 1H), 4.43 (d, J = 6.6 Hz, 2H), 4.22 (t, J = 6.6 Hz, 1H), 3.27 (t, J = 6.6 Hz, 2H), 1.3-2.0 (m, 2H); HRMS (ESI+) m/z calcd for C21H23N4O4 [M + H ]+ 395.1719, found 395.1718.
References
[1] European Journal of Organic Chemistry, 2015, vol. 2015, # 5, p. 1117 - 1129
[2] Chemical Communications, 2011, vol. 47, # 9, p. 2589 - 2591
[3] Chemical Communications, 2018, vol. 54, # 23, p. 2846 - 2849
[4] Patent: EP2532639, 2012, A1. Location in patent: Page/Page column 5; 6
[5] Angewandte Chemie, International Edition, 2015, vol. 54, # 19, p. 5784 - 5788
Fmoc-Lys(N3)-OH Preparation Products And Raw materials
Raw materials
Preparation Products
Fmoc-Lys(N3)-OH Suppliers
- Tel
- +86-21-61263340; 17609490614 13764994101
- Fax
- 021-61263399
- fisherwang@glschina.com
- Country
- China
- ProdList
- 8258
- Advantage
- 55
- Tel
- 512-58900862 400-0707518
- Fax
- 0086-512-56765862
- sales@alabiochem.com
- Country
- China
- ProdList
- 970
- Advantage
- 59
- Tel
- 13331045123
- Fax
- 86-10-80339217
- 2559355526@qq.com
- Country
- China
- ProdList
- 14193
- Advantage
- 58
- Tel
- 025-58859352 18068836627
- Fax
- 02557626880
- sales01@aikonchem.com
- Country
- China
- ProdList
- 16027
- Advantage
- 58
- Tel
- 4006356688 18621169109
- Fax
- 86-21-61259102
- market03@meryer.com
- Country
- China
- ProdList
- 40228
- Advantage
- 62
- Tel
- 21-61263452 13641803416
- Fax
- 86-21-61263399
- ymbetter@glbiochem.com
- Country
- China
- ProdList
- 9981
- Advantage
- 64
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 15402
- Advantage
- 60
- Tel
- +1 (888) 615-9178 / (561) 791-8787
- Fax
- +1 (561) 791-8728
- service@chempep.com
- Country
- United States
- ProdList
- 2138
- Advantage
- 57
- Tel
- 0731-85526065 13308475853
- ivy@hnhbsj.com
- Country
- China
- ProdList
- 7247
- Advantage
- 62
View Lastest Price from Fmoc-Lys(N3)-OH manufacturers
- Product
- Fmoc-Lys(N3)-OH 159610-89-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2019-07-03