L-Proline
Also known as proline, L-(-)-Proline, (2S)-pyrrolidine-2-carboxylic acid
Key facts
What buyers check first
- Appearance
- Flat needles from alcohol + ether, prisms from water
- Melting point
- 220 to 222
- Density
- 1.064 at 24 °C
- Solubility
- Solubility in 100 mL of water: 127 g at 0 °C, 162 g at 25 °C, 206.7 g at 50 °C, 239 g at…
- HS code
- 293399
- Category
- Amino acids and derivatives
What is L-Proline?
Plain description, key identifiers and synonyms
L-proline is pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles. It has a role as a member of compatible osmolytes, a micronutrient, a nutraceutical, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and an algal metabolite. It is a L-alpha-amino acid, a glutamine family amino acid, a proline and a proteinogenic amino acid. It is a conjugate base of a L-prolinium. It is a conjugate acid of a L-prolinate. It is an enantiomer of a D-proline. It is a tautomer of a L-proline zwitterion.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S)-pyrrolidine-2-carboxylic acid
- CAS number
- 147-85-3 CAS number cross-checkedOther or deprecated CAS: 37159-97-0, 4305-67-3, 609-36-9
- EC numbers
- 205-702-2, 925-434-6
- Molecular formula
- C5H9NO2
- UNII
- 9DLQ4CIU6V
- MDL number
- MFCD00064318
- INCI name
- PROLINE
- InChIKey
- ONIBWKKTOPOVIA-BYPYZUCNSA-N
- InChI
- InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
- Canonical SMILES
- O=C(O)C1CCCN1
- Isomeric SMILES
- C1C[C@H](NC1)C(=O)O
Synonyms
- proline
- L-(-)-Proline
- (2S)-pyrrolidine-2-carboxylic acid
- (S)-Pyrrolidine-2-carboxylic acid
- (-)-Proline
- 2-pyrrolidinecarboxylic acid
- (-)-(S)-Proline
- (S)-2-Pyrrolidinecarboxylic acid
- prolina
- Prolinum
- (S)-Proline
- (-)-2-Pyrrolidinecarboxylic acid
- L-Prolin
- L-alpha-Pyrrolidinecarboxylic acid
- (S)-2-Carboxypyrrolidine
- 2-Pyrrolidinecarboxylic acid, (S)-
- PRO (IUPAC abbreviation)
- CB 1707
- L-Pro
- L-2-pyrrolidinecarboxylic acid
- Prolin
- Prolinum (Latin)
- (2S)-pyrrolidin-1-ium-2-carboxylate
- l proline
- pyrrolidin-1-ium-2-carboxylate
Show all 35 synonymsShow fewer synonyms
- H-Pro-OH
- L-Pyrrolidine-2-carboxylic acid
- Proline, L-
- Proline (VAN)
- (l)-Proline
- l(-)-proline
- (S)-(-)-Proline
- pro
- Proline (L-Proline)
- Certified Reference Material of L-proline
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Flat needles from alcohol + ether, prisms from waterexp.Measured value |
|---|---|
| Odour | Odorlessexp.Measured value |
| Taste | Sweetexp.Measured value |
| Melting point | 220 to 222exp.Measured value |
| Density | 1.064 at 24 °Cexp.Measured value |
| Solubility | Solubility in 100 mL of water: 127 g at 0 °C, 162 g at 25 °C, 206.7 g at 50 °C, 239 g at 65 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 115.13 g/molcalc.Computed value |
|---|---|
| Exact mass | 115.0633 Dacalc.Computed value |
| LogP (octanol/water) | -0.18calc.Computed value |
| Topological polar surface area | 49.33 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 8calc.Computed value |
| Rings | 1calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.8calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidL-Proline suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, WuhanUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- China, NingboUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- Belgium, AartselaarUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- China, Xi'anUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- United KingdomUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- Price on request
- India, Bangalore ManufacturerUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- India, MumbaiUnclaimed profileL-ProlineGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileProlineGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
224 suppliers in 28 countries
- China87
- United States49
- India19
- Germany12
- United Kingdom7
- Spain6
- and 22 more countries
Send one request to many suppliers
Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.
L-Proline price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Reported uses (ppm):
Table: Reported uses (ppm): (Flavor and Extract Manufacturers' Association, 1994) [Table#2999].
Biochemical and nutritional research, microbiological tests, culture media, dietary supplement, lab reagent. Available commercially as the L(-)-proline. (Proline).
Medical use: parenteral nutrition, ...starting material for captopril and enalapril.
Used in pharmaceutical preparations for injection or infusion. Reactivation of nerve function, dietary supplement and flavor compounds in maillard reaction products.
Industrial uses: Catalyst.
Consumer uses: Catalyst.
Use classes: Cosmetics.
Industries and functions
Cosmetic ingredient, INCI name PROLINE(hair conditioning, skin conditioning)
Roles
- Escherichia coli metabolite
- Saccharomyces cerevisiae metabolite
- algal metabolite
- animal metabolite
- bacterial metabolite
- compatible osmolytes
- eukaryotic metabolite
- food component
- fungal metabolite
- mammalian metabolite
- metabolite
- micronutrient
- mouse metabolite
- nutraceutical
- nutrient
- osmolyte
- pharmaceutical
- physiological role
- prokaryotic metabolite
Functional uses
- Anti-static agent
- Flavouring and nutrient
- Fragrance
- Softener and conditioner
Cosmetic functions
- Hair conditioning
- Skin conditioning
Pharmacology
Proline is a cyclic, nonessential amino acid (actually, an imino acid) in humans (synthesized from glutamic acid and other amino acids), Proline is a constituent of many proteins. Found in high concentrations in collagen, proline constitutes almost a third of the residues. Collagen is the main supportive protein of skin, tendons, bones, and connective tissue and promotes their health and healing. (NCI04)
How it is made
From alpha-piperidone, from cyclopentantone, from l-glutamic acid
Synthesis starting with gamma-bromopropylmalonic ester, ... from gamma-phthalimidopropylmalonic ester, ...from arylpiperidines, ... from alpha-piperidone, ... from alpha-pyrrolidonecarboxylic ester, ... from cyclopentanone, ... from levo-pyroglutamic acid.
Hydrolysis of protein, also synthetically and by recombinant DNA techniques.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
United States
- TSCA inventory (USA)Status: Active in US commerce
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code L-Proline is traded under.
Heterocyclic compounds with nitrogen hetero-atom(s) only, other
- Slovenia31.7%
- Italy24.2%
- United States5.0%
* Partner reported figures, a lower bound.
The HS code shown for L-Proline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Salt and hydrate forms
Records that share this compound as their parent
Stereoisomers and isotopic forms
Same connectivity, different stereochemistry or isotopes (same InChIKey skeleton)
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
Same formula isomers
Different compounds that share this molecular formula
Frequently asked questions
Quick answers about L-Proline, based on the data on this page
What is L-Proline?
What is the CAS number of L-Proline?
What is the molecular formula and weight of L-Proline?
What is L-Proline used for?
Is L-Proline hazardous?
What is the HS code of L-Proline?
Where can I buy L-Proline?
Where can I buy L-Proline in India?
What is the price of L-Proline?
Guides for buyers
Practical guides that help when you source, ship or handle L-Proline
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
Get quotes for L-Proline
Embed this structure on your websiteShow code
Paste this code into your page to show the 2D structure of L-Proline with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.
<iframe src="https://www.compoundlist.com/embed/structure/l-proline-147-85-3" title="L-Proline structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>Explore more in Amino acids and derivatives or HS code 293399