CAS 618-27-9

cis-4-Hidroxi-L-prolina

Descripción:

cis-4-Hidroxi-L-prolina es un derivado de aminoácido caracterizado por sus características estructurales únicas y estereoquímica. Es un compuesto cíclico, específicamente un derivado de pirrolidina, con un grupo hidroxilo (-OH) unido al cuarto carbono de la cadena de prolinas. Esta configuración contribuye a sus propiedades distintivas, incluyendo su papel en la estructura y función de las proteínas, particularmente en la síntesis de colágeno. La designación "cis" indica que el grupo hidroxilo y la cadena de carbono adyacente están en el mismo lado de la molécula, influyendo en su disposición espacial y reactividad. cis-4-Hidroxi-L-prolina es conocido por sus potenciales actividades biológicas, incluyendo su participación en la estabilización de hélices triples de colágeno y sus efectos en los procesos celulares. Es soluble en agua y exhibe un carácter polar debido al grupo hidroxilo, que puede participar en enlaces de hidrógeno. Este compuesto es de interés tanto en la investigación bioquímica como en aplicaciones farmacéuticas, particularmente en el estudio de trastornos relacionados con el colágeno y el desarrollo de agentes terapéuticos.

Fórmula: C₅H₉NO₃

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

Clave InChI: InChIKey=PMMYEEVYMWASQN-IMJSIDKUSA-N

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

Sinónimos:

• (2S,4S)-(-)-4-Hydroxy-2-pyrrolinecarboxylic acid
• (2S,4S)-4-Hydroxyproline
• (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
• (4S)-4-Hydroxy-<span class="text-smallcaps">L</span>-proline
• (S)-allo-Hydroxyproline
• 4(S)-Hydroxy-2(S)-pyrrolidinecarboxylic acid
• 4-cis-Hydroxy-<span class="text-smallcaps">L</span>-proline
• <span class="text-smallcaps">L</span>-Allohydroxyproline
• <span class="text-smallcaps">L</span>-Proline, 4-hydroxy-, (4S)-
• <span class="text-smallcaps">L</span>-Proline, 4-hydroxy-, cis-
• <span class="text-smallcaps">L</span>-Proline, allo-hydroxy-
• <span class="text-smallcaps">L</span>-allo-4-Hydroxyproline
• <span class="text-smallcaps">L</span>-allo-Hydroxyproline
• <span class="text-smallcaps">L</span>-cis-4-Hydroxyproline
• H-Cis-Hyp-OH
• NSC 206274
• Proline, 4-allo-hydroxy-
• Proline, 4-allo-hydroxy-, <span class="text-smallcaps">L</span>-
• allo-4-Hydroxyproline
• allo-<span class="text-smallcaps">L</span>-Hydroxyproline
• allo-Hydroxy-<span class="text-smallcaps">L</span>-proline
• cis-4-Hydroxy-<span class="text-smallcaps">L</span>-proline
• cis-4-Hydroxyproline
• cis-Hydroxyproline
• L-Proline, 4-hydroxy-, cis-
• L-Proline, 4-hydroxy-, (4S)-
• (4S)-4-Hydroxy-L-proline

cis-4-Hydroxy-L-proline

CAS: 618-27-9

Fórmula: C₅H₉NO₃

Pureza: >97.0%(T)(HPLC)

Forma y color: White to Light yellow powder to crystaline

Peso molecular: 131.13

Ref: 3B-H1169

cis-4-Hydroxy-L-proline, 99%

CAS: 618-27-9

cis-4-Hydroxy-L-proline (CHP) is a proline analog that inhibits collagen synthesis and has been used as an anticancer compound. CHP blocked myotube formation and expression of sarcomeric myosin heavy chain in C2C12 murine skeletal muscle cells. CHP inhibited proliferation of murine Panc02 pancreatic

Fórmula: C₅H₉NO₃

Pureza: 99%

Forma y color: White to cream or pale yellow, Powder

Peso molecular: 131.13

Ref: 02-H27194

H-cis-Hyp-OH

CAS: 618-27-9

cis-L-Hydroxyproline inhibits the synthesis and extracellular deposition of collagen. The growth inhibition of pancreatic cancer cells induced by the Hyp isomer could be due to endoplasmatic reticulum stress.

Fórmula: C₅H₉NO₃

Pureza: > 99%

Forma y color: White Powder

Peso molecular: 131.13

Ref: 01-4011503

(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid

CAS: 618-27-9

Fórmula: C₅H₉NO₃

Pureza: 97%

Forma y color: Solid

Peso molecular: 131.1299

Ref: IN-DA00372D

cis-4-Hydroxy-L-proline

CAS: 618-27-9

Fórmula: C₅H₉NO₃

Peso molecular: 131.13

Ref: 7W-GM8426

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

CAS: 618-27-9

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

Fórmula: C₅H₉NO₃

Pureza: 98%

Forma y color: white solid

Peso molecular: 131.12985g/mol

Ref: 54-OR30769

cis-4-Hydroxy-L-proline

CAS: 618-27-9

cis-4-Hydroxy-L-proline

Pureza: ≥98%

Peso molecular: 131.13g/mol

Ref: 54-BUP17950

cis-4-Hydroxy-L-proline-2,5,5-d3

CAS: 618-27-9

Pureza: 97%

Peso molecular: 134.15

Ref: 3U-D7713

cis-4-Hydroxy-L-Proline

CAS: 618-27-9

Fórmula: C₅H₉NO₃

Peso molecular: 131.13

Ref: 4Z-P-166057

cis-4-Hydroxy-L-proline

CAS: 618-27-9

cis-4-Hydroxy-L-proline hinders collagen synthesis, extracellular deposition, and fibroblast growth.

Fórmula: C₅H₉NO₃

Pureza: 99.88%

Forma y color: Solid

Peso molecular: 131.13

Ref: TM-T37512

cis-4-Hydroxy-L-proline

CAS: 618-27-9

Applications Hydroxyprolines are valuable chiral building blocks for organic synthesis of pharmaceuticals. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.
References Lawrence, C., et al.: Biochem. J., 313, 185 (1996), Mori, H., et al.: J. Bacteriol., 179, 5677 (1997), Clifton, I., et al.: Eur. J. Biochem., 268, 6625 (2001),

Fórmula: C₅H₉NO₃

Forma y color: Off White Crystalline Powder

Peso molecular: 131.13

Ref: TR-H952375

cis-4-Hydroxy-L-proline

CAS: 618-27-9

Cis-4-Hydroxy-L-proline is a bound form of proline that is formed by the condensation of two molecules of glyoxylate. It is a basic structure and an intermediate in the synthesis of collagen, which is a protein found in connective tissue. Cis-4-Hydoxy-L-proline has been shown to be an active form of proline for the treatment of primary sclerosing cholangitis, as it can decrease bile acid levels. This compound has also been used as an analytical method for determining collagen content in biological samples. The polymerase chain reaction technique uses cis-4-Hydroxy-L-proline as a matrix effect to amplify DNA sequences. Cis-4-Hydroxy-L-proline has also been shown to have optimum concentrations at 3mM and 0.5mM in model systems.br>

Fórmula: C₅H₉NO₃

Pureza: Min. 95%

Forma y color: White Powder

Peso molecular: 131.13 g/mol

Ref: 3D-FH34725

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

CAS: 618-27-9

Fórmula: C₅H₉NO₃

Pureza: 97%

Forma y color: Solid, White powder

Peso molecular: 131.131

Ref: 10-F208781

cis-4-Hydroxy-L-proline-13C215N

Producto controlado

CAS: 618-27-9

Fórmula: C₂C₃H₉₁₅NO₃

Forma y color: Neat

Peso molecular: 134.109

Ref: TR-H952371

cis-4-Hydroxy-L-proline-d3 (Major)

Producto controlado

CAS: 618-27-9

Stability Hygroscopic
Applications cis-4-Hydroxy-L-proline-d3 is deuterium labelled cis-4-Hydroxy-L-proline (H952375). Hydroxyprolines are valuable chiral building blocks for organic synthesis of pharmaceuticals. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.
References Lawrence, C., et al.: Biochem. J., 313, 185 (1996); Mori, H., et al.: J. Bacteriol., 179, 5677 (1997); Clifton, I., et al.: Eur. J. Biochem., 268, 6625 (2001)

Fórmula: C₅D₃H₆NO₃

Forma y color: Neat

Peso molecular: 134.15

Ref: TR-H952379