ChemicalBook > CAS DataBase List > N-Acetyl-L-proline

N-Acetyl-L-proline

Product Name: N-Acetyl-L-proline
CAS No.: 68-95-1
Chemical Name: N-Acetyl-L-proline
Synonyms: AC-PRO-OH;NSC 280718;AC-PROLINE;N-AC-L-PRO;N-Ac-Pro-OH;Ac-L-Pro-Oh;N-Acetyl-Pro;AC-PYRD(2)-OH;Acetylproline;N-ACETYL-L-PRO
CBNumber: CB0481658
Molecular Formula: C7H11NO3
Formula Weight: 157.17
MOL File: 68-95-1.mol

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N-Acetyl-L-proline Property

Melting point:: 115-117 °C
alpha: -86 º (c=1 EtOH)
Boiling point:: 366.2±35.0 °C(Predicted)
Density: 1.274±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
pka: 3.69±0.20(Predicted)
form: Powder
color: White to off-white
BRN: 83200
InChI: InChI=1S/C7H11NO3/c1-5(9)8-4-2-3-6(8)7(10)11/h6H,2-4H2,1H3,(H,10,11)/t6-/m0/s1
InChIKey: GNMSLDIYJOSUSW-LURJTMIESA-N
SMILES: C(O)(=O)[C@@H]1CCCN1C(C)=O
CAS DataBase Reference: 68-95-1(CAS DataBase Reference)
NIST Chemistry Reference: L-proline, 1-acetyl-(68-95-1)

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Safety

Hazard Codes: Xi
Safety Statements: 24/25
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A0783
Product name: N-Acetyl-L-proline
Packaging: 1g
Price: $69
Updated: 2025/07/31

Sigma-Aldrich

Product number: A0783
Product name: N-Acetyl-L-proline
Packaging: 5g
Price: $140
Updated: 2023/06/20

Usbiological

Product number: 235177
Product name: Acetyl-L-proline 99+%
Packaging: 5g
Price: $200
Updated: 2021/12/16

TRC

Product number: A187590
Product name: N-Acetyl-L-proline
Packaging: 100g
Price: $475
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA10864
Product name: N-Acetyl-L-proline
Packaging: 250g
Price: $935
Updated: 2021/12/16

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N-Acetyl-L-proline Chemical Properties,Usage,Production

Chemical Properties

white to off-white powder

Uses

N-Acetyl-L-proline is an aminoacid used in the synthesis of pharmaceutical compounds useful in preventing and treating disorders and syndromes associated with the nervous, vascular, musculoskeletal, o r cutaneous systems.

Definition

ChEBI: N-acetyl-L-proline is a N-acetyl-L-amino acid, a N-acylpyrrolidine, a pyrrolidinemonocarboxylic acid and a L-proline derivative.

Biochem/physiol Actions

N-acetyl-L-proline is an analog of the COOH-terminal dipeptide portion of preferred substrates of angiotensin-converting enzyme (ACE). It may be used in studies of the binding of substrates and inhibitors by ACE and to differentiate the specificities of various aminoacylases.

Synthesis

108-24-7

147-85-3

68-95-1

General procedure for the synthesis of N-acetyl-L-proline from L-proline and ethanoic anhydride: 115.1 mg (1 mmol) of L-proline was dissolved in an appropriate amount of methanol, followed by the addition of 0.3 ml (ca. 3 mmol) of ethanoic anhydride and 0.5 ml (ca. 3 mmol) of N,N-diisopropylethylamine (DIEA) to the reaction system. The reaction mixture was refluxed at 70°C for 7 hours. Upon completion of the reaction, methanol was removed by distillation under reduced pressure and unreacted ethanoic anhydride was removed by freeze-drying. Finally, purification was carried out using high performance liquid chromatography (HPLC) (mobile phase methanol:water = 45:65 with 0.05% formic acid, detection wavelength 214 nm) to give a white solid product in 84.2% yield.

References

[1] Jingxuan Qiu. “Solubility Behavior and Polymorphism of N-Acetyl-l-proline in 16 Individual Solvents from 283.15 to 323.15 K.” Journal of Chemical & Engineering Data 66 3 (2021): 1533–1542.

Description

N-Acetyl-L-proline (NALP) is an N-acetyl derivative of L-proline, which has wide application in medicine and is commonly utilized as a biologically active supplement. It can also act as an intermediate for synthesizing pharmaceuticals for preventing and treating some disorders and syndromes associated with the nervous, vascular, musculoskeletal, or cutaneous systems. In laboratories, it could play the role of a simple model for the secondary structure of proline-containing peptides. NALP can be acetylated from L-proline via a standard method, in the environment of acetic acid, or by the action of acetic anhydride on aqueous solutions of the products of the alkaline hydrolysis of gelatin followed by extraction. However, these methods may result in the production of many byproducts[1].

N-Acetyl-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Acetyl-L-proline manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: N-Acetyl-L-proline 68-95-1
Price: US $1.00/g
Min. Order: 100g
Purity: 98%
Supply Ability: 200kg/month
Release date: 2021-06-09

Hebei Zhuanglai Chemical Trading Co Ltd

Product: N-Acetyl-L-proline 68-95-1
Price: US $45.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 tons
Release date: 2024-11-27

Henan Fengda Chemical Co., Ltd

Product: N-acetyl-L-proline 68-95-1
Price: US $200.00-1.00/KG
Min. Order: 1KG
Purity: 99%, 99.5% Sublimated
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-01-02

68-95-1, N-Acetyl-L-prolineRelated Search:

N-Acetyl-L-cysteine L-Proline cis-4-Hydroxy-L-proline Acetylacetone Acetyl chloride D-Proline L-PROLINE-(4-3H(N)) N-Acetyl-L-valine AC-TYR-NH2 N-ALPHA-ACETYL-D-PROLINE,N-ACETYL-D-PROLINE,ACETYL-D-PROLINE Fosinopril sodium 4β-Cyclohexyl-1-[[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline,(4S)-4-Cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline Disodium Salt Fosinopril N-ALPHA-ACETYL-L-PROLINE AMIDE,ACETYL-L-PROLINE AMIDE N6-Trifluoroacetyl-L-lysyl-L-proline 1-ACETYLPYRROLIDINE 1-[(7-Methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]-L-proline tert-Butyl Ester,7-Methoxycoumarin-4-Acetyl-L-proline tert-Butyl Ester (4S)-4-Cyclohexyl-1-[2-[hydroxy(4-phenyl-d5-butyl)phosphinyl]acetyl]-L-proline Sodium Salt

N-AN-Acetyl-L-prolineN-Acetyl-L-prolinecetyl-L-proline

(2S)-1-acetyl-2-pyrrolidinecarboxylate

(S)-N-Acetylproline

L-N-Acetylproline

NSC 280718

N-Ac-Pro-OH

ASINEX-REAG BAS 16579166

ACETYL-L-PROLINE

AC-PYRD(2)-OH

AC-PROLINE

AC-PRO-OH

N-ALPHA-ACETYL-L-PROLINE

N-ALPHA-ACETYL-L-PYRROLIDINE-2-CARBOXYLIC ACID

N-ACETYL-L-PRO

N-ACETYL-L-PROLINE

N-AC-L-PRO

(S)-1-ACETYL-PYRROLIDINE-2-CARBOXYLIC ACID

1-Acetylproline

Acetylproline

L-Proline, 1-acetyl-

Proline, 1-acetyl-, L-

1-acetyl-L-proline

Ac-L-Pro-Oh

L-Proline, 1-acetyl- (9CI)

(S)-Acetyl-pyrrolidine-2-carboxylic acid

Acetyl-L-proline99%

N-ACETYL-L-PROLINE (N-AC-L-PRO)

N-alpha-Actetyl-L-proline

N-Acethyl-L-proline

(+/-)-(3-Methoxy-4-hydroxyphenyl)-2-isopropylaminoethanol hydrochloride

Benzenemethanol, 4-hydroxy-3-methoxy-a-[[(1-methylethyl)amino]methyl]-, hydrochloride

Vanillyl alcohol, a-[(isopropylamino)methyl]-, hydrochloride

(2S)-1-Acetylpyrrolidine-2α-carboxylic acid

N-Acetyl-L-proline,99%

N-ACETYL-L-PROLINE (USP)

Ac-Pro-OH ,≥99%

(S)-(-)-N-Acetylproline

N-Acetyl-L-proline, 99% 1GR

l-proline n-acetyl

N-Acetyl-L-proline USP/EP/BP

N-Acetyl-L-Proline extrapure, 98%

N-Acetyl-Pro

N-Acetyl-<sc>L</sc>-proline

N-Acetyl-L-proline, 95%

68-95-1

C7H10NO3

CARBOXYLIC ACID

Modified Amino Acids

Biochemicals and Reagents

BioChemical

A - H

Amino Acids and Peptides

A - H

Amino Acids

Modified Amino Acids

Amino Acid Derivatives

Amino Acids

chiral