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HomeProduct name listN-Acetyl-L-proline

N-Acetyl-L-proline

  • CAS NO.:68-95-1
  • Empirical Formula: C7H11NO3
  • Molecular Weight: 157.17
  • MDL number: MFCD00020837
  • EINECS: 200-698-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-27 17:31:30
N-Acetyl-L-proline Structural

What is N-Acetyl-L-proline?

Chemical properties

white to off-white powder

The Uses of N-Acetyl-L-proline

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.

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]. 

Properties of N-Acetyl-L-proline

Melting point: 115-117 °C
Boiling point: 366.2±35.0 °C(Predicted)
alpha  -86 º (c=1 EtOH)
Density  1.274±0.06 g/cm3(Predicted)
storage temp.  2-8°C
solubility  Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
form  Powder
pka 3.69±0.20(Predicted)
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
CAS DataBase Reference 68-95-1(CAS DataBase Reference)
NIST Chemistry Reference L-proline, 1-acetyl-(68-95-1)

Safety information for N-Acetyl-L-proline

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for N-Acetyl-L-proline

InChIKey GNMSLDIYJOSUSW-LURJTMIESA-N
SMILES C(O)(=O)[C@@H]1CCCN1C(C)=O

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