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56250

trans-4-Hydroxy-L-proline

≥99.0% (NT), BioXtra

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
200-091-9
MDL number:
Beilstein/REAXYS Number:
81441
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Product Name

trans-4-Hydroxy-L-proline, BioXtra, ≥99.0% (NT)

product line

BioXtra

Quality Segment

assay

≥99.0% (NT)

form

solid

optical activity

[α]20/D −76.0±1.5°, c = 5% in H2O

impurities

≤0.3% foreign amino acids

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying, 110 °C

color

colorless to white

mp

273 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤100 mg/kg, sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, NH4+: ≤100 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

application(s)

peptide synthesis

SMILES string

O[C@H]1CN[C@@H](C1)C(O)=O

InChI

1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1

InChI key

PMMYEEVYMWASQN-DMTCNVIQSA-N

Biochem/physiol Actions

Trans-4-Hydroxy-L-proline is used as a starting material in the synthesis of (-)-secrinine; the synthesis of prolinol-based nucleotide analogues with N-phosphonomethyl moiety attached to the nitrogen atom of prolinol ring and in asymmetric synthesis of the ABC-ring system of the antitumor antibiotic MPC1001.
Trans-4-Hydroxy-L-proline is used in the organic synthesis of depsilairdin analogues, noncompetitive peptidomimetic inhibitors of multidrug resistance P-glycoprotein and 3-guaninyl-5-hydroxymethyl-2-pyrrolidinone (4) or 3-adeninyl-5-hydroxymethyl-2-pyrrolidinone (5) nucleoside analogues.

Other Notes

Enzymes and intermediates of hydroxyproline degradation
Natural constituent of animal structural proteins such as collagen and elastin.

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This Item
H553441875PHR1939
form

solid

form

crystalline

form

-

form

-

assay

≥99.0% (NT)

assay

≥98.5%

assay

≥99% (TLC)

assay

-

product line

BioXtra

product line

BioReagent

product line

-

product line

-

optical activity

[α]20/D −76.0±1.5°, c = 5% in H2O

optical activity

-

optical activity

-

optical activity

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

300

impurities

≤0.3% foreign amino acids

impurities

endotoxin, tested

impurities

-

impurities

-


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Storage Class

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)



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Questions

  1. we need to use this component for cell culture. Is 56250 suitable (BioXtra, ≥99.0% (NT)) or we need to order the H5534 (BioReagent, suitable for cell culture, ≥98.5%)

    1 answer
    1. Product H5534 is tested and recommended for cell culture applications. Product 56250 has not been tested for the suitability of cell culture and would need to be validated by the end-user.

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