CAS 2584-71-6

cis-4-Hydroxy-D-proline

Description:

Cis-4-Hydroxy-D-proline is a non-proteinogenic amino acid that is a derivative of proline, characterized by the presence of a hydroxyl group at the fourth carbon position in its cyclic structure. This compound is notable for its role in the stabilization of collagen and other proteins due to its unique conformational properties. The "cis" configuration refers to the spatial arrangement of the hydroxyl group and the adjacent hydrogen atom, which influences the molecule's interactions and biological activity. It is typically found in various biological systems and can be synthesized through specific enzymatic pathways. The compound is soluble in water and exhibits a polar nature due to the hydroxyl group, which can participate in hydrogen bonding. Its structural characteristics contribute to its potential applications in pharmaceuticals and biochemistry, particularly in studies related to protein structure and function. As a chiral molecule, it exists in two enantiomeric forms, with the D-form being the focus of many biological studies.

Formula: C₅H₉NO₃

InChI: InChI=1/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m0/s1

InChI key: InChIKey=PMMYEEVYMWASQN-QWWZWVQMSA-N

SMILES: C(O)(=O)[C@H]1C[C@@H](O)CN1

Synonyms:

• (2R,4R)-(+)-4-Hydroxy-2-pyrrolinecarboxylic acid
• (2R,4R)-4-Hydroxyproline
• (2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid
• (4R)-4-Hydroxy-<span class="text-smallcaps">D</span>-proline
• (4R)-4-hydroxy-D-proline
• (4S)-4-hydroxy-D-proline
• (4S)-4-hydroxy-L-proline
• (R)-allo-Hydroxyproline
• 4-(R)-Hydroxypyrrolidine-2-(R)-carboxylic acid
• 4-Hydroxy-<span class="text-smallcaps">D</span>-alloproline
• 4-Hydroxyproline
• 4-allo-Hydroxy-<span class="text-smallcaps">D</span>-proline
• <span class="text-smallcaps">D</span>-Proline, 4-hydroxy-, (4R)-
• <span class="text-smallcaps">D</span>-Proline, 4-hydroxy-, cis-
• <span class="text-smallcaps">D</span>-allo-4-Hydroxyproline
• <span class="text-smallcaps">D</span>-allo-Hydroxyproline
• <span class="text-smallcaps">D</span>-cis-4-Hydroxyproline
• D-cis-Hydroxyproline
• D-trans-Hydroxyproline
• H-D-cis-Hyp-OH
• NSC 524341
• Proline, 4-allo-hydroxy-, <span class="text-smallcaps">D</span>-
• cis-4-Hydroxy-<span class="text-smallcaps">D</span>-proline
• 4-allo-Hydroxy-D-proline
• D-Proline, 4-hydroxy-, (4R)-
• D-Proline, 4-hydroxy-, cis-
• Proline, 4-allo-hydroxy-, D-
• CIS-D-4-HYDROXYPROLINE
• (2R,4R)-(+)-4-Hydroxy-2-pyrrolidinecarboxylic acid
• CIS-4-HYDROXY-D-PROLINE
• cis-4-D-Hydroxyproline
• D-CIS-HYDROXYPROLINE, (2R,4R)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID
• (2R,4R)-4-HYDROXY-D-PROLINE
• (4R,2R)-4-HYDROXY-PYRROLIDINE-2-CARBOXYLIC ACID
• CIS-D-HYDROXYPROLINE
• D-ALLO-4-HYDROXY-2-PYRROLIDINE-CARBOXYLIC ACID
• D-CIS-4-HYDROXYPROLINE
• D-ALLO-HYDROXYPROLINE
• HYDROXY-D-PROLINE [ALLO]
• D-ALLO-4-HYDROXYPROLINE

cis-4-Hydroxy-D-proline

CAS: 2584-71-6

Formula: C₅H₉NO₃

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystaline

Molecular weight: 131.13

Ref: 3B-H1358

cis-4-Hydroxy-D-proline, 98+%

CAS: 2584-71-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₅H₉NO₃

Purity: 98+%

Color and Shape: Powder, White to cream

Molecular weight: 131.13

Ref: 02-H27633

H-D-cis-Hyp-OH

CAS: 2584-71-6

Bachem ID: 4010450.

Formula: C₅H₉NO₃

Purity: > 99%

Color and Shape: White

Molecular weight: 131.13

Ref: 01-4010450

cis-4-Hydroxy-D-proline

CAS: 2584-71-6

Formula: C₅H₉NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 131.1299

Ref: IN-DA0038UX

H-D-cis-Hyp-OH

CAS: 2584-71-6

H-D-cis-Hyp-OH

Purity: ≥98%

Molecular weight: 131.13g/mol

Ref: 54-BUP19044

(2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid

CAS: 2584-71-6

(2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid

Formula: C₅H₉NO₃

Purity: 98%

Color and Shape: off white to faint beige solid

Molecular weight: 131.13g/mol

Ref: 54-OR8964

cis-4-Hydroxy-D-prolin

CAS: 2584-71-6

Formula: C₅H₉NO₃

Molecular weight: 131.13

Ref: 7W-GM2395

H-D-cis-Hyp-OH

CAS: 2584-71-6

H-D-cis-Hyp-OH (D-allo-Hydroxyproline) belongs to the class of organic compounds known as proline and derivatives.

Formula: C₅H₉NO₃

Purity: 99.92%

Color and Shape: White Crystalline Powder

Molecular weight: 131.13

Ref: TM-T4712

cis-4-Hydroxy-D-proline

CAS: 2584-71-6

Formula: C₅H₉NO₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 131.131

Ref: 10-F040068

cis-4-Hydroxy-D-proline

CAS: 2584-71-6

Cis-4-Hydroxy-D-proline is a metabolite of the amino acid proline. It has been shown to have beneficial effects on heart function in vitro and in vivo, as well as on collagen synthesis. Cis-4-Hydroxy-D-proline was also shown to inhibit herpes simplex virus replication and to induce apoptosis in hepatocyte-like cells. The affinity constants for cis-4-Hydroxy-D-proline were determined by ph assays, kinetic data, and structural analysis. The optimum pH for cis-4-Hydroxy D proline is 8.0 and the hydroxyl group makes this molecule more soluble in water than other molecules with a similar chemical structure.

Formula: C₅H₉NO₃

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 131.13 g/mol

Ref: 3D-FH24331