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Nalpha-FMOC-L-Glutamine

CAS No.
71989-20-3
Chemical Name:
Nalpha-FMOC-L-Glutamine
Synonyms
FMOC-GLN-OH;FMOC-GLN;FMOC-L-GLN-OH;FMOC-L-GLUTAMINE;FMOC-L-GLN;Fmoc-GIn-OH;Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamine;NSC334303;Fmoc-Gln-0H;FMOC-GLUTAMINE
CBNumber:
CB4714259
Molecular Formula:
C20H20N2O5
Molecular Weight:
368.38
MDL Number:
MFCD00037137
MOL File:
71989-20-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:39:19

Nalpha-FMOC-L-Glutamine Properties

Melting point 220 °C (dec.)(lit.)
alpha -18 º (c=1,DMF)
Boiling point 498.73°C (rough estimate)
Density 1.3116 (rough estimate)
refractive index -18 ° (C=1, DMF)
storage temp. 2-8°C
solubility almost transparency in N,N-DMF
form powder to crystal
pka 3.73±0.10(Predicted)
color White to Almost white
optical activity [α]20/D 18.5±1.5°, c = 1% in DMF
BRN 4722773
Major Application peptide synthesis
InChI 1S/C20H20N2O5/c21-18(23)10-9-17(19(24)25)22-20(26)27-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H2,21,23)(H,22,26)(H,24,25)/t17-/m0/s1
InChIKey IZKGGDFLLNVXNZ-KRWDZBQOSA-N
SMILES NC(=O)CC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
CAS DataBase Reference 71989-20-3(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  24/25-36/37/39-27-26
WGK Germany  3
HazardClass  IRRITANT
HS Code  29242990
Storage Class 13 - Non Combustible Solids
NFPA 704
0
1 0

Nalpha-FMOC-L-Glutamine price More Price(76)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.52205 Fmoc-Gln-OH Novabiochem? 71989-20-3 25g $77.3 2026-04-30 Buy
Sigma-Aldrich 8.52205 Fmoc-Gln-OH Novabiochem? 71989-20-3 100g $238 2026-04-30 Buy
Sigma-Aldrich 8.52205 Fmoc-Gln-OH Novabiochem? 71989-20-3 5G $27.2 2025-07-31 Buy
TCI Chemical F0308 Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamine >98.0%(HPLC) 71989-20-3 1g $19 2026-04-30 Buy
TCI Chemical F0308 Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamine >98.0%(HPLC) 71989-20-3 5g $46 2026-04-30 Buy
Product number Packaging Price Buy
8.52205 25g $77.3 Buy
8.52205 100g $238 Buy
8.52205 5G $27.2 Buy
F0308 1g $19 Buy
F0308 5g $46 Buy

Nalpha-FMOC-L-Glutamine Chemical Properties, Uses, Production

Chemical Properties

white to light yellow crystal powde

Uses

N2-Fmoc-L-glutamine is an N-Fmoc-protected form of L-Glutamine (G597000). L-Glutamine is a non-essential amino acid that is important for cells that proliferate quickly in the body, such as those of the immune system. L-Glutamine is known to be especially important for the gut, as it helps to maintain intestinal structure and function. L-Glutamine also has protective properties against host toxicity of chemotherapy in cancer patients.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

L-Glutamine

56-85-9

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1

Nalpha-FMOC-L-Glutamine

71989-20-3

To a stirred solution of L-glutamine (1.75 g, 12 mmol) and sodium carbonate (1.27 g, 12 mmol) in 30 mL of water, a solution of 9-fluorenylmethyl-N-succinimidyl carbonate (Fmoc-OSu, 3.0 g, 8.9 mmol) dissolved in 60 mL of tetrahydrofuran (THF) was slowly added. The reaction mixture was stirred overnight at room temperature. Subsequently, THF was removed by distillation under reduced pressure. the residue was diluted with 100 mL of 1N hydrochloric acid and the precipitated white solid was collected by filtration. The solid was further recrystallized in a mixed aqueous solution of DMF with 0.1 N hydrochloric acid to afford the target product (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-amino-5-oxopentanoic acid as a white powder (2.76 g, 84% yield). The product was characterized by 1H-NMR (90 MHz, DMSO-d6) with chemical shifts of 12.47 (1H, s), 7.89-7.20 (10H, m), 6.68 (1H, s, br), 4.22-3.90 (4H, m), and 2.25-1.86 (4H, m).

References

[1] Journal of Peptide Science, 2017, vol. 23, # 3, p. 202 - 214
[2] Patent: US2006/161007, 2006, A1. Location in patent: Page/Page column 12
[3] Synthetic Communications, 2009, vol. 39, # 11, p. 2022 - 2031

56-85-9
82911-69-1
71989-20-3
Synthesis of Nalpha-FMOC-L-Glutamine from L-Glutamine and Fmoc-OSu

Nalpha-FMOC-L-Glutamine Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 408)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Sichuan Tongsheng Amino acids Co.,Ltd. 0838-2274206 17340404235 sales@biots.cn China 300 66
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
ShangHai DEMO Chemical Co.,Ltd 400-021-7337 2355568890 sales@demochem.com China 2569 57
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 45000 61
Wuhan Chemwish Technology Co., Ltd 86-027-67849912 sales@chemwish.com China 35884 56
GL Biochem (Shanghai) Ltd 21-61263452 13641803416 ymbetter@glbiochem.com China 9981 64
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66

View Latest Price from Nalpha-FMOC-L-Glutamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Fmoc-L-Glutamine pictures 2026-10-12 N-Fmoc-L-Glutamine
71989-20-3
$5.00 1kg ≥99% 100mt/year Jinan Finer Chemical Co., Ltd
Nalpha-FMOC-L-Glutamine pictures 2026-10-09 Nalpha-FMOC-L-Glutamine
71989-20-3
1kg 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Fmoc-L-Gln-OH pictures 2026-09-30 Fmoc-L-Gln-OH
71989-20-3
1kg 98% 1T Sichuan HongRi Pharma-Tech Co.,Ltd
N-(9-FLUORENYLMETHOXYCARBONYL)-L-GLUTAMINE N-ALPHA-FMOC-L-GLUTAMINE N-ALPHA-FMOC-L-GLN 9-FLUORENYLMETHOXYCARBONYL-L-GLUTAMINE n(alpha)-fluorenylmethoxycarbonylglutamine NSC334303 L-GLUTAMINE-N-FMOC (13C5,15N2) Fmoc-L-glutamine≥ 99% (HPLC, Chiral purity) N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine N-α-Fmoc-L-glutamine NA-FMOC-L-GLUTAMINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-& L-Glutamine-UL-13C5,UL-15N2-N-FMOC FMOC-L-GLUTAMINE extrapure 5-Amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid N2-(9H-Fluorene-9-ylmethoxycarbonyl)-L-glutamine Nα-(9H-Fluorene-9-ylmethoxycarbonyl)-L-glutamine Nalpha-FMOC-L-Glutamine,98% N-(9-Fluorenylmethyloxycarbonyl)-L-glutamine ,98% Nalpha-FMOC-L-Glutam Fmoc-Glutamine-OH L-GLUTAMINE-N-FMOC (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-amino-5-oxopentanoic acid Nalpha-Fmoc-L-glutamine Fmoc-Gln-OH 4-Carbamoyl-2-([(9H-fluoren-9-ylmethoxy)carbonyl]amino)butanoic acid 5-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-keto-valeric acid 5-amino-2-[(9H-fluoren-9-ylmethoxy-oxomethyl)amino]-5-oxopentanoic acid FMOC-GLUTAMINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-GLUTAMINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMINE NALPHA-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-GLUTAMINE N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-GLUTAMINE N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMINE (9H-Fluoren-9-yl)MethOxy]Carbonyl Gln-OH (2S)-4-carbamoyl-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acid Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamine> L-Glutamine, N2-[(9H-fluoren-9-ylmethoxy)carbonyl]- Nalpha-FMOC-L-Glutamine USP/EP/BP Fmoc-L-glutamine, puriss, 99% TIANFU-CHEM Nalpha-FMOC-L-Glutamine (2S)-5-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid Fmoc-Gln-0H Na-(9-Fluorenylmethoxycarbonyl)-L-glutamine Nα-Fmoc-L-glutamine FMOC-L-GLN-OH FMOC-L-GLN FMOC-GLN-OH FMOC-GLN Fmoc-GIn-OH FMOC-L-GLUTAMINE Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamine 71989-20-3 7198-20-3 71686-20-3 C20H20N2O5 H2NCOCH22CHNHFMOCCOOH C20H19N2O5 Glutamine