CAS 618-27-9

cis-4-Idrossi-L-prolina

Descrizione:

cis-4-Idrossi-L-prolina è un derivato di aminoacido caratterizzato dalle sue uniche caratteristiche strutturali e stereochimica. È un composto ciclico, specificamente un derivato della pirrolidina, con un gruppo idrossile (-OH) attaccato al quarto carbonio della catena di prolina. Questa configurazione contribuisce alle sue proprietà distintive, incluso il suo ruolo nella struttura e funzione delle proteine, in particolare nella sintesi del collagene. La designazione "cis" indica che il gruppo idrossile e la catena di carbonio adiacente si trovano dallo stesso lato della molecola, influenzando il suo assetto spaziale e reattività. cis-4-Idrossi-L-prolina è noto per le sue potenziali attività biologiche, inclusa la sua partecipazione alla stabilizzazione delle eliche triple di collagene e i suoi effetti sui processi cellulari. È solubile in acqua ed espone un carattere polare a causa del gruppo idrossile, che può partecipare a legami idrogeno. Questo composto è di interesse sia nella ricerca biochimica che nelle applicazioni farmaceutiche, in particolare nello studio dei disturbi correlati al collagene e nello sviluppo di agenti terapeutici.

Formula: 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

InChI key: InChIKey=PMMYEEVYMWASQN-IMJSIDKUSA-N

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

Sinonimi:

• (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

Formula: C₅H₉NO₃

Purezza: >97.0%(T)(HPLC)

Colore e forma: White to Light yellow powder to crystaline

Peso molecolare: 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

Formula: C₅H₉NO₃

Purezza: 99%

Colore e forma: White to cream or pale yellow, Powder

Peso molecolare: 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.

Formula: C₅H₉NO₃

Purezza: > 99%

Colore e forma: White Powder

Peso molecolare: 131.13

Ref: 01-4011503

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

CAS: 618-27-9

Formula: C₅H₉NO₃

Purezza: 97%

Colore e forma: Solid

Peso molecolare: 131.1299

Ref: IN-DA00372D

cis-4-Hydroxy-L-proline

CAS: 618-27-9

Formula: C₅H₉NO₃

Peso molecolare: 131.13

Ref: 7W-GM8426

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

CAS: 618-27-9

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

Formula: C₅H₉NO₃

Purezza: 98%

Colore e forma: white solid

Peso molecolare: 131.12985g/mol

Ref: 54-OR30769

cis-4-Hydroxy-L-proline

CAS: 618-27-9

cis-4-Hydroxy-L-proline

Purezza: ≥98%

Peso molecolare: 131.13g/mol

Ref: 54-BUP17950

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

CAS: 618-27-9

Purezza: 97%

Peso molecolare: 134.15

Ref: 3U-D7713

cis-4-Hydroxy-L-Proline

CAS: 618-27-9

Formula: C₅H₉NO₃

Peso molecolare: 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.

Formula: C₅H₉NO₃

Purezza: 99.88%

Colore e forma: Solid

Peso molecolare: 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),

Formula: C₅H₉NO₃

Colore e forma: Off White Crystalline Powder

Peso molecolare: 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>

Formula: C₅H₉NO₃

Purezza: Min. 95%

Colore e forma: White Powder

Peso molecolare: 131.13 g/mol

Ref: 3D-FH34725

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

CAS: 618-27-9

Formula: C₅H₉NO₃

Purezza: 97%

Colore e forma: Solid, White powder

Peso molecolare: 131.131

Ref: 10-F208781

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

Prodotto controllato

CAS: 618-27-9

Formula: C₂C₃H₉₁₅NO₃

Colore e forma: Neat

Peso molecolare: 134.109

Ref: TR-H952371

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

Prodotto controllato

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)

Formula: C₅D₃H₆NO₃

Colore e forma: Neat

Peso molecolare: 134.15

Ref: TR-H952379