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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
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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|
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Safety

HS Code 
2929900090
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.52326
Product name
Fmoc-azidolysine
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
1 g
Price
$785
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52326
Product name
Fmoc-azidolysine
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
5 g
Price
$910
Updated
2025/07/31
TCI Chemical
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
TRC
Product number
F657733
Product name
Fmoc-L-Azidolysine
Packaging
25mg
Price
$75
Updated
2021/12/16
Chem-Impex
Product number
29756
Product name
N&alpha;-Fmoc-N&epsilon;-azide-L-Lysine,98.0-100.5%(Assaybytitration)
Purity
98.0-100.5%(Assaybytitration)
Packaging
250MG
Price
$89.6
Updated
2021/12/16
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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

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Fmoc-Lys(N3)-OH Suppliers

Shanghai GL Peptide Ltd.
Tel
+86-21-61263340; 17609490614 13764994101
Fax
021-61263399
Email
fisherwang@glschina.com
Country
China
ProdList
8258
Advantage
55
Alabiochem Tech.Co., Ltd.
Tel
512-58900862 400-0707518
Fax
0086-512-56765862
Email
sales@alabiochem.com
Country
China
ProdList
970
Advantage
59
Bejing Famous Pharmaceutical Technology Co., Ltd.
Tel
13331045123
Fax
86-10-80339217
Email
2559355526@qq.com
Country
China
ProdList
14193
Advantage
58
Aikon International Limited
Tel
025-58859352 18068836627
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
16027
Advantage
58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Fax
86-21-61263399
Email
ymbetter@glbiochem.com
Country
China
ProdList
9981
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
ChemPep, Inc.
Tel
+1 (888) 615-9178 / (561) 791-8787
Fax
+1 (561) 791-8728
Email
service@chempep.com
Country
United States
ProdList
2138
Advantage
57
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
7247
Advantage
62
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View Lastest Price from Fmoc-Lys(N3)-OH manufacturers

Career Henan Chemical Co
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

159610-89-6, Fmoc-Lys(N3)-OHRelated Search:


  • Fmoc-ε-azido-Nle-OH
  • Fmoc-Lys(N3)-OH
  • FMoc-L-azidolysine
  • FMoc-e-azido-Nle-OH
  • FMoc-Lys(N2)-OH
  • (2S)-N-FMoc-6-azido--Hexanoic acid
  • (2S)-N-FMoc-5-azido- hexanoic acid
  • 6-Azido-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-norleucine
  • 6-Azido-N-Fmoc-L-norleucine
  • Fmoc-L-Lys(N3)-OH
  • (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-azidohexanoic acid
  • 6-Azido-<i>N</i>-[(9<i>H</i>-fluoren-9-ylmethoxy)carbonyl]-<small>L</small>-norleucine
  • Nα-Fmoc-Nε-azide-L-Lysine≥ 99.9% (HPLC, Chiral purity)
  • (2S)-6-azido-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(N3)-OH
  • N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-diazo-L-lysine
  • L-Norleucine, 6-azido-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Nα-Fmoc-Nε-azide-L-Lysine
  • Fmoc-Lys(N?)-OH
  • Fmoc-e-azido-Nle-OH (B-4135.0250)
  • N-alpha-Fmoc-epsilon-azido-L-lysine
  • N6-Diazo-L-Fmoc-lysine
  • 6-Azido-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<small>L<
  • Fmoc-azidolysine
  • Fmoc-Azido-Lys-OH
  • Fmoc-6-azido-L-norleucine
  • Fmoc-Lys(N3)
  • 159610-89-6
  • amino acids
  • Fmoc Amino Acids